Organic Syntheses Based on Name Reactions is an invaluable reference book for organic chemists in academia and industry. In continuation of Hassner and Namboothiri’s popular 3rd Edition, this new edition with full colored graphics covers nearly 800 reactions, with numerous chemo-, regio- and stereoselective reactions. A diligently prepared summary of important information for each entry allows a chemist to grasp and apply these seminal reactions in their studies and research work. A general scheme, a brief introduction and a representative reaction from the literature with mechanistic outline, a brief procedure, and selected literature references to assist further reading are included in each entry. Besides various indexes (name, reagent, reaction and functional group transformation), a unique overview (in alphabetic order and in terms of reaction category) enable readers to look through the vast repertoire of key organic reactions and an appendix enriched with general information that is extremely useful to students and organic chemistry practitioners are part of this book. Additionally, an online companion site offers preface to previous editions and extensive reference materials. This new edition is very special with its exhaustive coverage, excellent organization and high-quality presentation and is an indispensable resource for every organic chemist.
1. Title of Book - p. i 2. Cover image - p. i 3. Title page - p. ii 4. Table of Contents - p. iii 5. Copyright - p. iv 6. About the Authors - p. vii 7. Foreword - p. ix 8. Foreword - p. xi 9. Preface - p. xiii 10. An Overview of Synthesis-Related Name Reactions - p. xv 11. A - p. 1 12. B - p. 23 13. BAER–FISCHER Amino Sugar Synthesis - p. 23 14. BAEYER Pyridine Synthesis - p. 24 15. BAEYER Diarylmethane Synthesis - p. 24 16. BAEYER–VILLIGER Oxidation—Rearrangement - p. 25 17. BAEYER–DREWSON Indigo/Indoxyl Synthesis - p. 28 18. BAEYER Oxindole Synthesis - p. 26 19. BAEYER–VILLIGER Aromatic Tritylation - p. 27 20. BAILEY Crisscross Cycloaddition - p. 27 21. BAKER–VENKATARAMAN Flavone Synthesis - p. 29 22. BALABAN Pyrylium Salt Synthesis - p. 30 23. BALLY–SCHOLL Benzanthrene Synthesis - p. 31 24. BALSON Aromatic Alkylation - p. 32 25. BAMBERGER Arylhydroxylamine Rearrangement - p. 33 26. BAMBERGER Benzotriazine Synthesis - p. 34 27. BAMBERGER Imidazole Cleavage - p. 34 28. BAMFORD–STEVENS Tosylhydrazone Decomposition - p. 35 29. BARBAS-LIST Asymmetric Organocatalytic Michael Addition - p. 36 30. BARBIER In Situ Grignard Reaction - p. 37 31. BARBIER–WIELAND Degradation - p. 38 32. BARDHAN–SENGUPTA Phenanthrene Synthesis - p. 39 33. BARGELLINI 3-Component Carboxylic Acid Synthesis - p. 39 34. BARLUENGA Iodination Reagent - p. 41 35. BARTON Arylation with Arylbismuth - p. 42 36. BARTON Deamination - p. 43 37. BARTON Decarboxylation - p. 44 38. BARTON Nitrite Photolysis - p. 45 39. BARTON–KELLOGG Olefination - p. 46 40. BARTON–McCOMBIE Alcohol Deoxygenation - p. 46 41. BARTON–ZARD Pyrrole Synthesis - p. 48 42. BART-SCHELLER Aromatic Arsonylation - p. 49 43. BAUDISCH Nitrosophenol Synthesis - p. 49 44. BECHAMP Arsonilation - p. 50 45. BECKMANN Rearrangement or Fragmentation - p. 50 46. BELLER Multicomponent Amino Acid or Substituted Aniline Synthesis - p. 52 47. BENARY Conjugated Aldehyde Synthesis - p. 53 48. BERCHTOLD Enamine Homologation - p. 53 49. BERGMAN Cycloaromatization - p. 54 50. BERNTHSEN Acridine Synthesis - p. 56 51. BERTRAND–STEPHAN Metal-free Bond Activation - p. 56 52. BESTMANN Cumulene Ylides - p. 58 53. BIGINELLI Dihydropyrimidone Synthesis - p. 59 54. BIRCH Reduction - p. 60 55. BISCHLER Benzotriazine Synthesis - p. 61 56. BISCHLER–MOHLAU Indole Synthesis - p. 62 57. BISCHLER–NAPIERALSKI Isoquinoline Synthesis - p. 63 58. BLACK Enol Carbonate Rearrangement - p. 64 59. BLANC–QUELLET Chloroalkylation - p. 65 60. BLICKE–PACHTER Pteridine Synthesis - p. 66 61. BLOMQUIST Macrocycle Synthesis - p. 66 62. BLUM Aziridine Synthesis - p. 67 63. BODROUX–CHICHIBABIN Aldehyde Synthesis - p. 68 64. BOEKELHEIDE Heterocyclic Ring Expansions - p. 69 65. BOGER Thermal Cycloadditions - p. 69 66. BOGER N-Heterocycles By Reverse Demand Diels–Alder - p. 70 67. BOORD Olefin synthesis - p. 71 68. BORCH Reductive Amination - p. 72 69. BORSCHE-BEECH Aldehyde or Ketone Synthesis from Diazonium Salts - p. 73 70. BOULTON–KATRITZKY Oxadiazole Rearrangement - p. 74 71. BOUVEAULT Aldehyde Synthesis - p. 75 72. BOUVEAULT–BLANC Ester Reduction - p. 75 73. BOUVEAULT–LOCQUIN Amino Acid Synthesis - p. 76 74. BOYLAND–SIMS Phenol (Aniline) Oxidation - p. 77 75. BRADSHER Anthracene Synthesis - p. 78 76. BRADSHER Isoquinolinium Salt Cycloaddition - p. 79 77. BRANDI–GUARNA Spirocyclopropane Rearrangement - p. 80 78. BRECKPOT β-Lactam Synthesis - p. 81 79. BREDERECK Imidazole Synthesis - p. 82 80. BROOK Rearrangement - p. 82 81. BROWN Acetylene Zipper Reaction - p. 83 82. BROWN Anti Aldols via B-enolate - p. 84 83. BROWN Asymmetric Allylation - p. 85 84. BROWN Asymmetric Ketone Reduction - p. 86 85. BROWN Hydroboration in Functional Group Synthesis - p. 87 86. BROWN Stereoselective Reducing Agents - p. 89 87. BRUYLANT Aminoalkylation of CO - p. 90 88. BUCHERER–BERGS Hydantoin Synthesis - p. 91 89. BUCHERER-LE PETIT Naphthol–Naphthylamine Interconversion - p. 92 90. BÜCHNER–CURTIUS Homologation - p. 92 91. BUCHWALD Zr-promoted Heterocyclization - p. 93 92. BUCHWALD–HARTWIG Aromatic Amination - p. 94 93. BURGESS Dehydration - p. 95 94. BURTON Nucleophilic Trifluoromethylation - p. 96 95. von BRAUN Amine Degradation - p. 97 96. C - p. 99 97. CADOGAN N-Heterocycles from Nitroaromatics by Reductive Cyclization - p. 99 98. CAGLIOTI Reduction of CO - p. 100 99. CAMPS Quinoline Synthesis - p. 100 100. CANNIZZARO Oxidation–Reduction - p. 101 101. CARGILL Cyclobutenyl Ketone Rearrangement - p. 102 102. CARREIRA Asymmetric Propargylation of Aldehydes - p. 103 103. CARROLL Rearrangement - p. 104 104. CELLA–PIANCATELLI Alcohol Oxidation - p. 105 105. CHAN Rearrangement - p. 106 106. CHAN–BRASSARD Aldols via Siloxydienes - p. 107 107. CHAN−LAM Cu Catalyzed Aryl Carbon-Heteroatom Coupling - p. 108 108. CHAPMAN Rearrangement - p. 109 109. CHATGILIALOGLU Silane Reducing Agent - p. 110 110. CHICHIBABIN Aryl Pyridine Synthesis - p. 111 111. CHICHIBABIN Indolizine Synthesis - p. 112 112. CHICHIBABIN Amination of N-Heterocycles - p. 113 113. CHUGAEV (TSCHUGAEFF) Alkenes from Alcohol Xanthate - p. 114 114. CIAMICIAN Photocoupling - p. 115 115. CIAMICIAN–DENNSTEDT Cyclopropanation - p. 116 116. CLAISEN Allyl Vinyl Ether Rearrangement - p. 117 117. CLAISEN Ester Condensation - p. 118 118. CLAUSON–KAAS Pyrrole Synthesis - p. 119 119. CLAY Dichlorophosphine Synthesis - p. 120 120. CLEMMENSEN Reduction - p. 120 121. CLIVE–REICH–SHARPLESS Olefination via Selenides - p. 121 122. CLOKE–WILSON Cyclopropyl Rearrangement - p. 122 123. COLLMAN Carbonylation Reagent - p. 123 124. COLVIN Alkyne Synthesis - p. 124 125. COMBES Quinoline Synthesis - p. 125 126. COMINS Triflating Reagent - p. 126 127. CONCELLON Z-Olefin Synthesis - p. 127 128. CONIA Cyclization - p. 128 129. COPE Olefin Synthesis - p. 129 130. COPE Rearrangement - p. 130 131. COREY Cr Oxidizing Reagents - p. 131 132. COREY Enantioselective Borane Reducing Agent - p. 132 133. COREY Homologative Epoxidation and Cyclopropanation - p. 133 134. COREY–CHAN Stereoselective Alkene Synthesis - p. 134 135. COREY–FUCHS Alkyne Synthesis - p. 134 136. COREY–KIM Oxidizing Reagent - p. 135 137. COREY–NICOLAOU–GERLACH Macrolactonization - p. 136 138. COREY–WINTER Olefination of Diols - p. 137 139. CORNFORTH Oxazole Rearrangement - p. 139 140. CRABBÉ Allene Synthesis - p. 139 141. CRABTREE Directed Stereoselective Hydrogenation Catalyst - p. 140 142. CRIEGEE Diol Oxidation with Pb(OAc)4 - p. 141 143. CRIEGEE Hydroperoxide Rearrangement - p. 142 144. CRIMMINS-HEATHCOCK Chiral Anti (Syn) Aldol - p. 143 145. CRISTOL–FIRTH Halo-Decarboxylation - p. 144 146. CURCI–MURRAY Dioxirane Oxidizing Reagents - p. 144 147. CURTIUS Rearrangement - p. 145 148. D - p. 147 149. E - p. 181 150. F - p. 199 151. G - p. 231 152. H - p. 265 153. HADDADIN–ISSIDORIDES Quinoxaline Synthesis - p. 265 154. HAFNER Azulene Synthesis - p. 266 155. HAGEMANN Ester - p. 267 156. HAJOS–PARRISH–EDER–SAUER–WIECHERT Enantioselective Aldol Cyclization - p. 268 157. HALLER–BAUER Ketone Cleavage - p. 268 158. HAMMICK Pyridine α-Alkylation - p. 269 159. HANAOKA–WROBEL Quinolizidine Synthesis - p. 270 160. HANTZSCH Dihydropyridine Synthesis - p. 271 161. HANTZSCH Thiazole Synthesis - p. 272 162. HARMATA-BOLM Benzothiazine Synthesis - p. 273 163. HARRIES Ozonide Formation - p. 274 164. HASS–BENDER Oxidation - p. 274 165. HASSNER Halogen Azide Additions and Aziridine Synthesis - p. 275 166. HASSNER–GHERA–LITTLE MlRC Ring Closure - p. 276 167. HASSNER–RUBOTTOM Carbonyl α-Functionalization - p. 277 168. HAUSER–BEAK Ortho Lithiation - p. 278 169. HAUSER–KRAUS Annulation - p. 279 170. HAYASHI o-Benzoylbenzoic Acid Rearrangement - p. 280 171. HAYASHI–UOZUMI Asymmetric Olefin Hydration - p. 281 172. HECK C–C Coupling - p. 282 173. HELL–VOLHARD–ZELINSKI α-Bromination of Carboxylic Acids - p. 283 174. HENBEST Iridium Hydride Reduction - p. 284 175. HENRY Nitro Aldol Condensation - p. 285 176. HERBST–ENGEL Amino acid Synthesis - p. 286 177. HERZ Benzothiazole Synthesis - p. 287 178. HESSE–SCHMID Zip Reaction - p. 287 179. Hetero–DIELS–ALDER Reaction - p. 288 180. HILBERT–JOHNSON Nucleoside Synthesis - p. 289 181. HILL–BARRETT Ca-Catalyzed Cyclo-Hydroamination - p. 290 182. HINSBERG Thiophene Synthesis - p. 291 183. HINSBERG–STOLLE Oxindole Synthesis - p. 292 184. HIYAMA 3-Aminoacrylate Synthesis - p. 293 185. HIYAMA C–C Coupling Via Silanes - p. 293 186. HIYAMA–HEATHCOCK Stereoselective Allylation - p. 295 187. HOCH-CAMPBELL Aziridine Synthesis - p. 295 188. HOFFMANN-YAMAMOTO Asymmetric Homoallyl Alcohol Synthesis - p. 296 189. HOFMANN Amide Degradation - p. 297 190. HOFMANN Quaternary Ammonium Elimination - p. 298 191. HOFMANN Isonitrile Synthesis - p. 299 192. HOFMANN–LOEFFLER–FREYTAG Pyrrolidine Synthesis - p. 299 193. HOFMANN–MARTIUS Aniline Rearrangement - p. 300 194. HONZL–RUDINGER Peptide Synthesis - p. 301 195. HOOKER Quinone Oxidation-Rearrangement - p. 302 196. HOPPE Enantioselective Homoaldol Reaction - p. 303 197. HORNER–WADSWORTH–EMMONS Olefination - p. 304 198. HOUBEN–HOESCH Acylation - p. 305 199. HUDLICKY–NEUREITER Vinyl Cyclopropane Cycloisomerization - p. 306 200. HÜNIG-COREY Diimide Reducing Agent - p. 306 201. HUISGEN 1,3-Dipolar Cycloadditions - p. 308 202. HUISGEN Tetrazole Transformation - p. 309 203. HUNSDIECKER Halodecarboxylation - p. 309 204. I - p. 311 205. J - p. 315 206. K - p. 331 207. KABACHNIK–FIELD Aminophosphonate Synthesis - p. 331 208. KABE Chromanone Synthesis - p. 332 209. KAGAN–HORNER–KNOWLES Asymmetric Hydrogenation - p. 333 210. KAGAN Asymmetric S-Oxidation - p. 334 211. KAGAN–MOLANDER Samarium Diiodide Reagent - p. 335 212. KAISER–JOHNSON–MIDDLETON Dinitrile Cyclization - p. 336 213. KAKIS Oxidative Aryl Rearrangement - p. 337 214. KALUZA Isothiocyanate Synthesis - p. 337 215. KAMETANI Amine Oxidation - p. 338 216. KATRITZKY Amine Displacement - p. 339 217. KATRITZKY-Li Benzotriazole Based Carbonyl Olefination - p. 340 218. KAUFFMANN Dimerisation - p. 341 219. KAWASE N-Acyl Amino Acid Rearrangement - p. 341 220. KECK Allylation - p. 342 221. KEINAN Diiodosilane Reagent - p. 343 222. KENNEDY Oxidative Cyclization - p. 344 223. KHARASCH–SOSNOVSKY Allylic Oxidation - p. 345 224. KHUN–WINTERSTEIN Olefin Synthesis - p. 346 225. KILIANI–FISCHER Sugar Homologation - p. 346 226. KINUGASA β-Lactam Synthesis - p. 347 227. KIRMSE–DOYLE Allyl Sulfonium Rearrangement - p. 348 228. KNOCHEL Cu–Zn Catalyzed C–C Coupling - p. 349 229. KNOEVENAGEL Condensation - p. 349 230. KNORR Quinoline Synthesis - p. 350 231. KNUNYANTS Fluoroalkylation - p. 351 232. KOCH–HAAF Carboxylation - p. 352 233. KOCHI Cross Coupling - p. 353 234. KOCHI Chloro Decarboxylation - p. 353 235. KOCIENSKI–FUJISAWA Selectively Substituted Alkene Synthesis - p. 354 236. KOENIGS–KNORR Glycosidation - p. 355 237. KOHLER Isoxazoline-N-Oxide Synthesis - p. 356 238. KOLBE Electrolysis - p. 356 239. KOLBE-SCHMIDT Salicylic Acid Synthesis - p. 357 240. KONAKA Nickel Oxidizing Agent - p. 358 241. KÖNIG Benzoxazine Synthesis - p. 359 242. KORNBLUM Aldehyde Synthesis - p. 359 243. KOSER Reagent - p. 360 244. KOTHA Benzannulation - p. 361 245. KOTHA-DITTMER Reagent (Rongalite) - p. 362 246. KOTHA–SCHÖLLKOPF Glycine Equivalent - p. 362 247. KOWALSKI Ester Homologation - p. 363 248. KRAPCHO De-alkoxycarbonylation - p. 364 249. KRESZE Amination Agent - p. 365 250. KRISCHE Asymmetric Reductive C–C Coupling - p. 366 251. KROHNKE–ORTOLEVA Keto Pyridinium Salts - p. 366 252. KUCHEROV–DENIGES Mercuric Catalyzed Hydration - p. 367 253. KUIVILA–BECKWITH Radical Dehalogenation - p. 368 254. KULINKOVICH Hydroxy Cyclopropanation - p. 369 255. KUMADA C–C Coupling - p. 370 256. KURSANOV–PARNES Ionic Hydrogenation - p. 371 257. L - p. 373 258. M - p. 395 259. MACDONALD Porphyrin Synthesis - p. 395 260. MADELUNG Indole Synthesis - p. 396 261. MAKOSZA Vicarious Nucleophilic Substitution - p. 397 262. MAMEDOV Heterocycle Rearrangement - p. 398 263. MANDER Methoxycarbonylation Reagent - p. 398 264. MANN Ether Dealkylation - p. 399 265. MANNICH Aminomethylation - p. 400 266. MARKOVNIKOV Regioselectivity - p. 401 267. MARSCHALCK Aromatic Alkylation - p. 402 268. MARTIN Dehydrating Reagent - p. 402 269. MASCARELLI Fluorene/Dibenzofuran Synthesis - p. 403 270. MATTESON Boronic Esters - p. 404 271. MATTOX–KENDALL Dehydrohalogenation - p. 405 272. McMURRY Carbonyl Coupling - p. 406 273. McCORMACK Phosphole Synthesis - p. 407 274. McFADYEN–STEVENS Ester Reduction - p. 408 275. MEERWEIN Alkylating Reagent - p. 408 276. MEERWEIN–PONNDORF Reduction - p. 409 277. MEINWALD Epoxide Rearrangement - p. 411 278. MEISENHEIMER–JANOVSKY Aromatic Complex - p. 412 279. MEISENHEIMER N-Oxide Rearrangement - p. 412 280. MELDRUM'S Acid - p. 413 281. MENCKE–LASZLO Nitration - p. 414 282. MENZER Benzopyran Synthesis - p. 415 283. MERRIFIELD Polymers and Peptide Synthesis - p. 416 284. MEYERS Oxazolines in Asymmetric Synthesis - p. 417 285. MEYER–SCHUSTER Rearrangement - p. 418 286. MYERS–SAITO Cycloaromatization - p. 419 287. MICHAEL Addition - p. 420 288. MICHAELIS–NYLEN Phosphorylation - p. 421 289. MIDLAND Asymmetric Reduction - p. 421 290. MIESCHER Degradation - p. 422 291. MIGITA–SANO Quinodimethane Synthesis - p. 423 292. MILAS Olefin Dihydroxylation - p. 424 293. MILLER–SNYDER Aryl Cyanide Synthesis - p. 425 294. MILSTEIN Catalysts - p. 426 295. MINAMI Reducing Agent - p. 428 296. MINISCI Free Radical Substitution - p. 428 297. MISLOW–BRAVERMAN–EVANS Sulfoxide Rearrangement - p. 429 298. MITSUNOBU Displacement - p. 430 299. MOORE-DANHEISER Cyclobutenone Rearrangement - p. 431 300. MORIN Penicillin Rearrangement - p. 432 301. MORI–SHIBASAKI Nitrogenation - p. 432 302. MORITA–BAYLIS–HILLMAN-BASAVAIAH Reaction - p. 433 303. MOSHER’S ACID for Chirality Determination - p. 434 304. MOUSSERON–FRAISSE–McCOY Cyclopropanation - p. 435 305. MUKAIYAMA Aldolization - p. 436 306. MUKAIYAMA Condensation Reagent - p. 437 307. MUKAIYAMA–UENO Selective Diol Oxidation - p. 438 308. MUNDY N-Acyllactam Rearrangement - p. 439 309. MURAHASHI Allylic Alkylation - p. 439 310. N - p. 441 311. O - p. 459 312. P - p. 471 313. R - p. 509 314. S - p. 539 315. SAEGUSA Enone Synthesis - p. 539 316. SAKURAI Allylation - p. 539 317. SANDMEYER Isatin Synthesis - p. 540 318. SANDMEYER–GATTERMANN Aromatic Substitution - p. 541 319. SARETT Oxidizing Reagent - p. 542 320. SCHEINER Aziridine or Triazoline Synthesis - p. 542 321. SCHENCK Allylic Oxidation - p. 543 322. SCHIEMANN Aromatic Fluorination - p. 544 323. SCHLOSSER BuLi—KOt-Bu Superbases - p. 545 324. SCHMIDT Rearrangement via Azides - p. 546 325. SCHMITZ Diaziridine Synthesis - p. 547 326. SCHOLL Polyaromatic Synthesis - p. 547 327. SCHÖLLKOPF Amino Acid Synthesis - p. 548 328. SCHOLTZ Indolizine Synthesis - p. 549 329. SCHWARTZ Hydrozirconation - p. 549 330. SCHWEIZER Allylamine Synthesis - p. 551 331. SCHWEIZER Rearrangement - p. 551 332. SCHWESINGER Phosphazene Bases - p. 552 333. SEEBACH–BECK TADDOL Reagents - p. 553 334. SEEBACH–COREY Dithiane Reagents - p. 554 335. SEMMLER–WOLFF Oxime Aromatization - p. 555 336. SEYFERTH Acyllithium Reagent - p. 555 337. SEYFERTH Dihalocarbene Reagent - p. 556 338. SEYFERTH–GILBERT Diazoalkane Reagent - p. 557 339. SHAPIRO Olefination of Ketones or Aldehydes - p. 558 340. SHARPLESS Allylic Amination - p. 559 341. SHARPLESS Asymmetric Dihydroxylation - p. 559 342. SHARPLESS Asymmetric Epoxidation - p. 560 343. SHEEHAN Carbodiimide Coupling Reagent - p. 561 344. SHERADSKY–ENDO Rearrangement - p. 562 345. SHESTAKOV Hydrazino Acid Synthesis - p. 563 346. SHEVERDINA–KOCHESHKOV Amination - p. 563 347. SHIBASAKI Ti–N Complex - p. 564 348. SHVO Ru Catalyst - p. 565 349. SIEGRIST Stilbene Synthesis - p. 566 350. SIMCHEN Azaheterocycle Synthesis - p. 566 351. SIMMONS–SMITH Cyclopropanation - p. 567 352. SIMONIS Benzopyrone Synthesis - p. 568 353. SKATTEBOL Dihalocyclopropane Rearrangement - p. 569 354. SKRAUP Quinoline Synthesis - p. 569 355. SMILES Aromatic Rearrangement - p. 570 356. SMITH–MIDDLETON–ROZEN Fluorination - p. 571 357. SNIECKUS Carbamate Rearrangement - p. 572 358. SODERQUIST Boranes - p. 572 359. SOMMELET Aldehyde Synthesis - p. 573 360. SOMMELET–HAUSER Ammonium Ylide Rearrangement - p. 574 361. SONN–MULLER Aldehyde Synthesis - p. 575 362. SONOGASHIRA Acetylene Coupling - p. 576 363. SOULA Phase Transfer Catalyst - p. 577 364. SPECKAMP Acyliminium Ions - p. 578 365. SPENGLER–PFANNENSTIEL Sugar Oxidation - p. 578 366. SREBNIK–QUNTAR Cyclopropyl Phosphonates - p. 579 367. STAAB Carbonyl Imidazole - p. 580 368. STAUDINGER Azide Reduction - p. 581 369. STAUDINGER Ketene Cycloadditions - p. 582 370. STAUDINGER–PFENNINGER Thiirane Dioxide Synthesis - p. 582 371. STEGLICH–HASSNER Direct Esterification with DMAP - p. 583 372. STEPHEN Aldehyde Synthesis - p. 584 373. STEPHENS–CASTRO Acetylene Coupling - p. 585 374. STETTER 1, 4-Dicarbonyl Synthesis - p. 585 375. STEVENS Rearrangement - p. 586 376. STIEGLITZ Rearrangement - p. 587 377. STILES–SISTI Formylation - p. 588 378. STILLE Carbonyl Synthesis - p. 589 379. STILLE Cross Coupling - p. 589 380. STILL–GENNARI Z-Olefin Synthesis - p. 590 381. STOBBE Condensation - p. 591 382. STOLTZ Asymmetric Ketone α-Allylation - p. 592 383. STOLTZ Disubstitution of Arenes - p. 592 384. STORK Enamine Alkylation - p. 593 385. STORK–HAUSER α-Aminonitrile Alkylation - p. 594 386. STORK–HÜNIG Cyanohydrin Alkylation - p. 595 387. STORK Radical Cyclization - p. 595 388. STORK Reductive Cyclization - p. 596 389. STORK-ZHAO Z-Iodo-Olefin Synthesis - p. 597 390. STORY Macrocycle Synthesis - p. 598 391. STRECKER Amino acid Synthesis - p. 598 392. STRYKER Regioselective Reduction - p. 599 393. SUAREZ Iodo Functionalization - p. 600 394. SUZUKI–MIYAURA C–C Coupling - p. 601 395. SUZUKI Nitration - p. 602 396. SUZUKI Selective Nitrile Reduction - p. 602 397. SWARTS Fluoroalkane Synthesis - p. 603 398. SWERN Alcohol Oxidation - p. 603 399. SZARVASY–SCHOEPF Carbomethoxylation - p. 604 400. SZPILMAN Ketone α-Substitution via I(III)-Enolonium Species - p. 605 401. T - p. 607 402. U - p. 625 403. V - p. 631 404. W - p. 639 405. Y - p. 673 406. Z - p. 681 407. Greek Alphabets - p. 693 408. Functional Groups - p. 695 409. Important Organic Ring Systems - p. 701 410. Common Protecting Groups (Implementation and Removal) - p. 703 411. List of Important Solvents Used in Organic Synthesis - p. 707 412. A - p. 711 413. List of Abbreviations - p. 713 414. Names Index - p. 717 415. Reagents Index - p. 727 416. Reactions Index - p. 731 417. Functional Group Transformation Index - p. 735
Organic Syntheses Based on Name Reactions is an invaluable reference book for organic chemists in academia and industry. In continuation of Hassner and Namboothiri’s popular 3rd Edition, this new edition with full colored graphics covers nearly 800 reactions, with numerous chemo-, regio- and stereoselective reactions. A diligently prepared summary of important information for each entry allows a chemist to grasp and apply these seminal reactions in their studies and research work. A general scheme, a brief introduction and a representative reaction from the literature with mechanistic outline, a brief procedure, and selected literature references to assist further reading are included in each entry. Besides various indexes (name, reagent, reaction and functional group transformation), a unique overview (in alphabetic order and in terms of reaction category) enable readers to look through the vast repertoire of key organic reactions and an appendix enriched with general information that is extremely useful to students and organic chemistry practitioners are part of this book. Additionally, an online companion site offers preface to previous editions and extensive reference materials. This new edition is very special with its exhaustive coverage, excellent organization and high-quality presentation and is an indispensable resource for every organic chemist.
1. Title of Book - p. i 2. Cover image - p. i 3. Title page - p. ii 4. Table of Contents - p. iii 5. Copyright - p. iv 6. About the Authors - p. vii 7. Foreword - p. ix 8. Foreword - p. xi 9. Preface - p. xiii 10. An Overview of Synthesis-Related Name Reactions - p. xv 11. A - p. 1 12. B - p. 23 13. BAER–FISCHER Amino Sugar Synthesis - p. 23 14. BAEYER Pyridine Synthesis - p. 24 15. BAEYER Diarylmethane Synthesis - p. 24 16. BAEYER–VILLIGER Oxidation—Rearrangement - p. 25 17. BAEYER–DREWSON Indigo/Indoxyl Synthesis - p. 28 18. BAEYER Oxindole Synthesis - p. 26 19. BAEYER–VILLIGER Aromatic Tritylation - p. 27 20. BAILEY Crisscross Cycloaddition - p. 27 21. BAKER–VENKATARAMAN Flavone Synthesis - p. 29 22. BALABAN Pyrylium Salt Synthesis - p. 30 23. BALLY–SCHOLL Benzanthrene Synthesis - p. 31 24. BALSON Aromatic Alkylation - p. 32 25. BAMBERGER Arylhydroxylamine Rearrangement - p. 33 26. BAMBERGER Benzotriazine Synthesis - p. 34 27. BAMBERGER Imidazole Cleavage - p. 34 28. BAMFORD–STEVENS Tosylhydrazone Decomposition - p. 35 29. BARBAS-LIST Asymmetric Organocatalytic Michael Addition - p. 36 30. BARBIER In Situ Grignard Reaction - p. 37 31. BARBIER–WIELAND Degradation - p. 38 32. BARDHAN–SENGUPTA Phenanthrene Synthesis - p. 39 33. BARGELLINI 3-Component Carboxylic Acid Synthesis - p. 39 34. BARLUENGA Iodination Reagent - p. 41 35. BARTON Arylation with Arylbismuth - p. 42 36. BARTON Deamination - p. 43 37. BARTON Decarboxylation - p. 44 38. BARTON Nitrite Photolysis - p. 45 39. BARTON–KELLOGG Olefination - p. 46 40. BARTON–McCOMBIE Alcohol Deoxygenation - p. 46 41. BARTON–ZARD Pyrrole Synthesis - p. 48 42. BART-SCHELLER Aromatic Arsonylation - p. 49 43. BAUDISCH Nitrosophenol Synthesis - p. 49 44. BECHAMP Arsonilation - p. 50 45. BECKMANN Rearrangement or Fragmentation - p. 50 46. BELLER Multicomponent Amino Acid or Substituted Aniline Synthesis - p. 52 47. BENARY Conjugated Aldehyde Synthesis - p. 53 48. BERCHTOLD Enamine Homologation - p. 53 49. BERGMAN Cycloaromatization - p. 54 50. BERNTHSEN Acridine Synthesis - p. 56 51. BERTRAND–STEPHAN Metal-free Bond Activation - p. 56 52. BESTMANN Cumulene Ylides - p. 58 53. BIGINELLI Dihydropyrimidone Synthesis - p. 59 54. BIRCH Reduction - p. 60 55. BISCHLER Benzotriazine Synthesis - p. 61 56. BISCHLER–MOHLAU Indole Synthesis - p. 62 57. BISCHLER–NAPIERALSKI Isoquinoline Synthesis - p. 63 58. BLACK Enol Carbonate Rearrangement - p. 64 59. BLANC–QUELLET Chloroalkylation - p. 65 60. BLICKE–PACHTER Pteridine Synthesis - p. 66 61. BLOMQUIST Macrocycle Synthesis - p. 66 62. BLUM Aziridine Synthesis - p. 67 63. BODROUX–CHICHIBABIN Aldehyde Synthesis - p. 68 64. BOEKELHEIDE Heterocyclic Ring Expansions - p. 69 65. BOGER Thermal Cycloadditions - p. 69 66. BOGER N-Heterocycles By Reverse Demand Diels–Alder - p. 70 67. BOORD Olefin synthesis - p. 71 68. BORCH Reductive Amination - p. 72 69. BORSCHE-BEECH Aldehyde or Ketone Synthesis from Diazonium Salts - p. 73 70. BOULTON–KATRITZKY Oxadiazole Rearrangement - p. 74 71. BOUVEAULT Aldehyde Synthesis - p. 75 72. BOUVEAULT–BLANC Ester Reduction - p. 75 73. BOUVEAULT–LOCQUIN Amino Acid Synthesis - p. 76 74. BOYLAND–SIMS Phenol (Aniline) Oxidation - p. 77 75. BRADSHER Anthracene Synthesis - p. 78 76. BRADSHER Isoquinolinium Salt Cycloaddition - p. 79 77. BRANDI–GUARNA Spirocyclopropane Rearrangement - p. 80 78. BRECKPOT β-Lactam Synthesis - p. 81 79. BREDERECK Imidazole Synthesis - p. 82 80. BROOK Rearrangement - p. 82 81. BROWN Acetylene Zipper Reaction - p. 83 82. BROWN Anti Aldols via B-enolate - p. 84 83. BROWN Asymmetric Allylation - p. 85 84. BROWN Asymmetric Ketone Reduction - p. 86 85. BROWN Hydroboration in Functional Group Synthesis - p. 87 86. BROWN Stereoselective Reducing Agents - p. 89 87. BRUYLANT Aminoalkylation of CO - p. 90 88. BUCHERER–BERGS Hydantoin Synthesis - p. 91 89. BUCHERER-LE PETIT Naphthol–Naphthylamine Interconversion - p. 92 90. BÜCHNER–CURTIUS Homologation - p. 92 91. BUCHWALD Zr-promoted Heterocyclization - p. 93 92. BUCHWALD–HARTWIG Aromatic Amination - p. 94 93. BURGESS Dehydration - p. 95 94. BURTON Nucleophilic Trifluoromethylation - p. 96 95. von BRAUN Amine Degradation - p. 97 96. C - p. 99 97. CADOGAN N-Heterocycles from Nitroaromatics by Reductive Cyclization - p. 99 98. CAGLIOTI Reduction of CO - p. 100 99. CAMPS Quinoline Synthesis - p. 100 100. CANNIZZARO Oxidation–Reduction - p. 101 101. CARGILL Cyclobutenyl Ketone Rearrangement - p. 102 102. CARREIRA Asymmetric Propargylation of Aldehydes - p. 103 103. CARROLL Rearrangement - p. 104 104. CELLA–PIANCATELLI Alcohol Oxidation - p. 105 105. CHAN Rearrangement - p. 106 106. CHAN–BRASSARD Aldols via Siloxydienes - p. 107 107. CHAN−LAM Cu Catalyzed Aryl Carbon-Heteroatom Coupling - p. 108 108. CHAPMAN Rearrangement - p. 109 109. CHATGILIALOGLU Silane Reducing Agent - p. 110 110. CHICHIBABIN Aryl Pyridine Synthesis - p. 111 111. CHICHIBABIN Indolizine Synthesis - p. 112 112. CHICHIBABIN Amination of N-Heterocycles - p. 113 113. CHUGAEV (TSCHUGAEFF) Alkenes from Alcohol Xanthate - p. 114 114. CIAMICIAN Photocoupling - p. 115 115. CIAMICIAN–DENNSTEDT Cyclopropanation - p. 116 116. CLAISEN Allyl Vinyl Ether Rearrangement - p. 117 117. CLAISEN Ester Condensation - p. 118 118. CLAUSON–KAAS Pyrrole Synthesis - p. 119 119. CLAY Dichlorophosphine Synthesis - p. 120 120. CLEMMENSEN Reduction - p. 120 121. CLIVE–REICH–SHARPLESS Olefination via Selenides - p. 121 122. CLOKE–WILSON Cyclopropyl Rearrangement - p. 122 123. COLLMAN Carbonylation Reagent - p. 123 124. COLVIN Alkyne Synthesis - p. 124 125. COMBES Quinoline Synthesis - p. 125 126. COMINS Triflating Reagent - p. 126 127. CONCELLON Z-Olefin Synthesis - p. 127 128. CONIA Cyclization - p. 128 129. COPE Olefin Synthesis - p. 129 130. COPE Rearrangement - p. 130 131. COREY Cr Oxidizing Reagents - p. 131 132. COREY Enantioselective Borane Reducing Agent - p. 132 133. COREY Homologative Epoxidation and Cyclopropanation - p. 133 134. COREY–CHAN Stereoselective Alkene Synthesis - p. 134 135. COREY–FUCHS Alkyne Synthesis - p. 134 136. COREY–KIM Oxidizing Reagent - p. 135 137. COREY–NICOLAOU–GERLACH Macrolactonization - p. 136 138. COREY–WINTER Olefination of Diols - p. 137 139. CORNFORTH Oxazole Rearrangement - p. 139 140. CRABBÉ Allene Synthesis - p. 139 141. CRABTREE Directed Stereoselective Hydrogenation Catalyst - p. 140 142. CRIEGEE Diol Oxidation with Pb(OAc)4 - p. 141 143. CRIEGEE Hydroperoxide Rearrangement - p. 142 144. CRIMMINS-HEATHCOCK Chiral Anti (Syn) Aldol - p. 143 145. CRISTOL–FIRTH Halo-Decarboxylation - p. 144 146. CURCI–MURRAY Dioxirane Oxidizing Reagents - p. 144 147. CURTIUS Rearrangement - p. 145 148. D - p. 147 149. E - p. 181 150. F - p. 199 151. G - p. 231 152. H - p. 265 153. HADDADIN–ISSIDORIDES Quinoxaline Synthesis - p. 265 154. HAFNER Azulene Synthesis - p. 266 155. HAGEMANN Ester - p. 267 156. HAJOS–PARRISH–EDER–SAUER–WIECHERT Enantioselective Aldol Cyclization - p. 268 157. HALLER–BAUER Ketone Cleavage - p. 268 158. HAMMICK Pyridine α-Alkylation - p. 269 159. HANAOKA–WROBEL Quinolizidine Synthesis - p. 270 160. HANTZSCH Dihydropyridine Synthesis - p. 271 161. HANTZSCH Thiazole Synthesis - p. 272 162. HARMATA-BOLM Benzothiazine Synthesis - p. 273 163. HARRIES Ozonide Formation - p. 274 164. HASS–BENDER Oxidation - p. 274 165. HASSNER Halogen Azide Additions and Aziridine Synthesis - p. 275 166. HASSNER–GHERA–LITTLE MlRC Ring Closure - p. 276 167. HASSNER–RUBOTTOM Carbonyl α-Functionalization - p. 277 168. HAUSER–BEAK Ortho Lithiation - p. 278 169. HAUSER–KRAUS Annulation - p. 279 170. HAYASHI o-Benzoylbenzoic Acid Rearrangement - p. 280 171. HAYASHI–UOZUMI Asymmetric Olefin Hydration - p. 281 172. HECK C–C Coupling - p. 282 173. HELL–VOLHARD–ZELINSKI α-Bromination of Carboxylic Acids - p. 283 174. HENBEST Iridium Hydride Reduction - p. 284 175. HENRY Nitro Aldol Condensation - p. 285 176. HERBST–ENGEL Amino acid Synthesis - p. 286 177. HERZ Benzothiazole Synthesis - p. 287 178. HESSE–SCHMID Zip Reaction - p. 287 179. Hetero–DIELS–ALDER Reaction - p. 288 180. HILBERT–JOHNSON Nucleoside Synthesis - p. 289 181. HILL–BARRETT Ca-Catalyzed Cyclo-Hydroamination - p. 290 182. HINSBERG Thiophene Synthesis - p. 291 183. HINSBERG–STOLLE Oxindole Synthesis - p. 292 184. HIYAMA 3-Aminoacrylate Synthesis - p. 293 185. HIYAMA C–C Coupling Via Silanes - p. 293 186. HIYAMA–HEATHCOCK Stereoselective Allylation - p. 295 187. HOCH-CAMPBELL Aziridine Synthesis - p. 295 188. HOFFMANN-YAMAMOTO Asymmetric Homoallyl Alcohol Synthesis - p. 296 189. HOFMANN Amide Degradation - p. 297 190. HOFMANN Quaternary Ammonium Elimination - p. 298 191. HOFMANN Isonitrile Synthesis - p. 299 192. HOFMANN–LOEFFLER–FREYTAG Pyrrolidine Synthesis - p. 299 193. HOFMANN–MARTIUS Aniline Rearrangement - p. 300 194. HONZL–RUDINGER Peptide Synthesis - p. 301 195. HOOKER Quinone Oxidation-Rearrangement - p. 302 196. HOPPE Enantioselective Homoaldol Reaction - p. 303 197. HORNER–WADSWORTH–EMMONS Olefination - p. 304 198. HOUBEN–HOESCH Acylation - p. 305 199. HUDLICKY–NEUREITER Vinyl Cyclopropane Cycloisomerization - p. 306 200. HÜNIG-COREY Diimide Reducing Agent - p. 306 201. HUISGEN 1,3-Dipolar Cycloadditions - p. 308 202. HUISGEN Tetrazole Transformation - p. 309 203. HUNSDIECKER Halodecarboxylation - p. 309 204. I - p. 311 205. J - p. 315 206. K - p. 331 207. KABACHNIK–FIELD Aminophosphonate Synthesis - p. 331 208. KABE Chromanone Synthesis - p. 332 209. KAGAN–HORNER–KNOWLES Asymmetric Hydrogenation - p. 333 210. KAGAN Asymmetric S-Oxidation - p. 334 211. KAGAN–MOLANDER Samarium Diiodide Reagent - p. 335 212. KAISER–JOHNSON–MIDDLETON Dinitrile Cyclization - p. 336 213. KAKIS Oxidative Aryl Rearrangement - p. 337 214. KALUZA Isothiocyanate Synthesis - p. 337 215. KAMETANI Amine Oxidation - p. 338 216. KATRITZKY Amine Displacement - p. 339 217. KATRITZKY-Li Benzotriazole Based Carbonyl Olefination - p. 340 218. KAUFFMANN Dimerisation - p. 341 219. KAWASE N-Acyl Amino Acid Rearrangement - p. 341 220. KECK Allylation - p. 342 221. KEINAN Diiodosilane Reagent - p. 343 222. KENNEDY Oxidative Cyclization - p. 344 223. KHARASCH–SOSNOVSKY Allylic Oxidation - p. 345 224. KHUN–WINTERSTEIN Olefin Synthesis - p. 346 225. KILIANI–FISCHER Sugar Homologation - p. 346 226. KINUGASA β-Lactam Synthesis - p. 347 227. KIRMSE–DOYLE Allyl Sulfonium Rearrangement - p. 348 228. KNOCHEL Cu–Zn Catalyzed C–C Coupling - p. 349 229. KNOEVENAGEL Condensation - p. 349 230. KNORR Quinoline Synthesis - p. 350 231. KNUNYANTS Fluoroalkylation - p. 351 232. KOCH–HAAF Carboxylation - p. 352 233. KOCHI Cross Coupling - p. 353 234. KOCHI Chloro Decarboxylation - p. 353 235. KOCIENSKI–FUJISAWA Selectively Substituted Alkene Synthesis - p. 354 236. KOENIGS–KNORR Glycosidation - p. 355 237. KOHLER Isoxazoline-N-Oxide Synthesis - p. 356 238. KOLBE Electrolysis - p. 356 239. KOLBE-SCHMIDT Salicylic Acid Synthesis - p. 357 240. KONAKA Nickel Oxidizing Agent - p. 358 241. KÖNIG Benzoxazine Synthesis - p. 359 242. KORNBLUM Aldehyde Synthesis - p. 359 243. KOSER Reagent - p. 360 244. KOTHA Benzannulation - p. 361 245. KOTHA-DITTMER Reagent (Rongalite) - p. 362 246. KOTHA–SCHÖLLKOPF Glycine Equivalent - p. 362 247. KOWALSKI Ester Homologation - p. 363 248. KRAPCHO De-alkoxycarbonylation - p. 364 249. KRESZE Amination Agent - p. 365 250. KRISCHE Asymmetric Reductive C–C Coupling - p. 366 251. KROHNKE–ORTOLEVA Keto Pyridinium Salts - p. 366 252. KUCHEROV–DENIGES Mercuric Catalyzed Hydration - p. 367 253. KUIVILA–BECKWITH Radical Dehalogenation - p. 368 254. KULINKOVICH Hydroxy Cyclopropanation - p. 369 255. KUMADA C–C Coupling - p. 370 256. KURSANOV–PARNES Ionic Hydrogenation - p. 371 257. L - p. 373 258. M - p. 395 259. MACDONALD Porphyrin Synthesis - p. 395 260. MADELUNG Indole Synthesis - p. 396 261. MAKOSZA Vicarious Nucleophilic Substitution - p. 397 262. MAMEDOV Heterocycle Rearrangement - p. 398 263. MANDER Methoxycarbonylation Reagent - p. 398 264. MANN Ether Dealkylation - p. 399 265. MANNICH Aminomethylation - p. 400 266. MARKOVNIKOV Regioselectivity - p. 401 267. MARSCHALCK Aromatic Alkylation - p. 402 268. MARTIN Dehydrating Reagent - p. 402 269. MASCARELLI Fluorene/Dibenzofuran Synthesis - p. 403 270. MATTESON Boronic Esters - p. 404 271. MATTOX–KENDALL Dehydrohalogenation - p. 405 272. McMURRY Carbonyl Coupling - p. 406 273. McCORMACK Phosphole Synthesis - p. 407 274. McFADYEN–STEVENS Ester Reduction - p. 408 275. MEERWEIN Alkylating Reagent - p. 408 276. MEERWEIN–PONNDORF Reduction - p. 409 277. MEINWALD Epoxide Rearrangement - p. 411 278. MEISENHEIMER–JANOVSKY Aromatic Complex - p. 412 279. MEISENHEIMER N-Oxide Rearrangement - p. 412 280. MELDRUM'S Acid - p. 413 281. MENCKE–LASZLO Nitration - p. 414 282. MENZER Benzopyran Synthesis - p. 415 283. MERRIFIELD Polymers and Peptide Synthesis - p. 416 284. MEYERS Oxazolines in Asymmetric Synthesis - p. 417 285. MEYER–SCHUSTER Rearrangement - p. 418 286. MYERS–SAITO Cycloaromatization - p. 419 287. MICHAEL Addition - p. 420 288. MICHAELIS–NYLEN Phosphorylation - p. 421 289. MIDLAND Asymmetric Reduction - p. 421 290. MIESCHER Degradation - p. 422 291. MIGITA–SANO Quinodimethane Synthesis - p. 423 292. MILAS Olefin Dihydroxylation - p. 424 293. MILLER–SNYDER Aryl Cyanide Synthesis - p. 425 294. MILSTEIN Catalysts - p. 426 295. MINAMI Reducing Agent - p. 428 296. MINISCI Free Radical Substitution - p. 428 297. MISLOW–BRAVERMAN–EVANS Sulfoxide Rearrangement - p. 429 298. MITSUNOBU Displacement - p. 430 299. MOORE-DANHEISER Cyclobutenone Rearrangement - p. 431 300. MORIN Penicillin Rearrangement - p. 432 301. MORI–SHIBASAKI Nitrogenation - p. 432 302. MORITA–BAYLIS–HILLMAN-BASAVAIAH Reaction - p. 433 303. MOSHER’S ACID for Chirality Determination - p. 434 304. MOUSSERON–FRAISSE–McCOY Cyclopropanation - p. 435 305. MUKAIYAMA Aldolization - p. 436 306. MUKAIYAMA Condensation Reagent - p. 437 307. MUKAIYAMA–UENO Selective Diol Oxidation - p. 438 308. MUNDY N-Acyllactam Rearrangement - p. 439 309. MURAHASHI Allylic Alkylation - p. 439 310. N - p. 441 311. O - p. 459 312. P - p. 471 313. R - p. 509 314. S - p. 539 315. SAEGUSA Enone Synthesis - p. 539 316. SAKURAI Allylation - p. 539 317. SANDMEYER Isatin Synthesis - p. 540 318. SANDMEYER–GATTERMANN Aromatic Substitution - p. 541 319. SARETT Oxidizing Reagent - p. 542 320. SCHEINER Aziridine or Triazoline Synthesis - p. 542 321. SCHENCK Allylic Oxidation - p. 543 322. SCHIEMANN Aromatic Fluorination - p. 544 323. SCHLOSSER BuLi—KOt-Bu Superbases - p. 545 324. SCHMIDT Rearrangement via Azides - p. 546 325. SCHMITZ Diaziridine Synthesis - p. 547 326. SCHOLL Polyaromatic Synthesis - p. 547 327. SCHÖLLKOPF Amino Acid Synthesis - p. 548 328. SCHOLTZ Indolizine Synthesis - p. 549 329. SCHWARTZ Hydrozirconation - p. 549 330. SCHWEIZER Allylamine Synthesis - p. 551 331. SCHWEIZER Rearrangement - p. 551 332. SCHWESINGER Phosphazene Bases - p. 552 333. SEEBACH–BECK TADDOL Reagents - p. 553 334. SEEBACH–COREY Dithiane Reagents - p. 554 335. SEMMLER–WOLFF Oxime Aromatization - p. 555 336. SEYFERTH Acyllithium Reagent - p. 555 337. SEYFERTH Dihalocarbene Reagent - p. 556 338. SEYFERTH–GILBERT Diazoalkane Reagent - p. 557 339. SHAPIRO Olefination of Ketones or Aldehydes - p. 558 340. SHARPLESS Allylic Amination - p. 559 341. SHARPLESS Asymmetric Dihydroxylation - p. 559 342. SHARPLESS Asymmetric Epoxidation - p. 560 343. SHEEHAN Carbodiimide Coupling Reagent - p. 561 344. SHERADSKY–ENDO Rearrangement - p. 562 345. SHESTAKOV Hydrazino Acid Synthesis - p. 563 346. SHEVERDINA–KOCHESHKOV Amination - p. 563 347. SHIBASAKI Ti–N Complex - p. 564 348. SHVO Ru Catalyst - p. 565 349. SIEGRIST Stilbene Synthesis - p. 566 350. SIMCHEN Azaheterocycle Synthesis - p. 566 351. SIMMONS–SMITH Cyclopropanation - p. 567 352. SIMONIS Benzopyrone Synthesis - p. 568 353. SKATTEBOL Dihalocyclopropane Rearrangement - p. 569 354. SKRAUP Quinoline Synthesis - p. 569 355. SMILES Aromatic Rearrangement - p. 570 356. SMITH–MIDDLETON–ROZEN Fluorination - p. 571 357. SNIECKUS Carbamate Rearrangement - p. 572 358. SODERQUIST Boranes - p. 572 359. SOMMELET Aldehyde Synthesis - p. 573 360. SOMMELET–HAUSER Ammonium Ylide Rearrangement - p. 574 361. SONN–MULLER Aldehyde Synthesis - p. 575 362. SONOGASHIRA Acetylene Coupling - p. 576 363. SOULA Phase Transfer Catalyst - p. 577 364. SPECKAMP Acyliminium Ions - p. 578 365. SPENGLER–PFANNENSTIEL Sugar Oxidation - p. 578 366. SREBNIK–QUNTAR Cyclopropyl Phosphonates - p. 579 367. STAAB Carbonyl Imidazole - p. 580 368. STAUDINGER Azide Reduction - p. 581 369. STAUDINGER Ketene Cycloadditions - p. 582 370. STAUDINGER–PFENNINGER Thiirane Dioxide Synthesis - p. 582 371. STEGLICH–HASSNER Direct Esterification with DMAP - p. 583 372. STEPHEN Aldehyde Synthesis - p. 584 373. STEPHENS–CASTRO Acetylene Coupling - p. 585 374. STETTER 1, 4-Dicarbonyl Synthesis - p. 585 375. STEVENS Rearrangement - p. 586 376. STIEGLITZ Rearrangement - p. 587 377. STILES–SISTI Formylation - p. 588 378. STILLE Carbonyl Synthesis - p. 589 379. STILLE Cross Coupling - p. 589 380. STILL–GENNARI Z-Olefin Synthesis - p. 590 381. STOBBE Condensation - p. 591 382. STOLTZ Asymmetric Ketone α-Allylation - p. 592 383. STOLTZ Disubstitution of Arenes - p. 592 384. STORK Enamine Alkylation - p. 593 385. STORK–HAUSER α-Aminonitrile Alkylation - p. 594 386. STORK–HÜNIG Cyanohydrin Alkylation - p. 595 387. STORK Radical Cyclization - p. 595 388. STORK Reductive Cyclization - p. 596 389. STORK-ZHAO Z-Iodo-Olefin Synthesis - p. 597 390. STORY Macrocycle Synthesis - p. 598 391. STRECKER Amino acid Synthesis - p. 598 392. STRYKER Regioselective Reduction - p. 599 393. SUAREZ Iodo Functionalization - p. 600 394. SUZUKI–MIYAURA C–C Coupling - p. 601 395. SUZUKI Nitration - p. 602 396. SUZUKI Selective Nitrile Reduction - p. 602 397. SWARTS Fluoroalkane Synthesis - p. 603 398. SWERN Alcohol Oxidation - p. 603 399. SZARVASY–SCHOEPF Carbomethoxylation - p. 604 400. SZPILMAN Ketone α-Substitution via I(III)-Enolonium Species - p. 605 401. T - p. 607 402. U - p. 625 403. V - p. 631 404. W - p. 639 405. Y - p. 673 406. Z - p. 681 407. Greek Alphabets - p. 693 408. Functional Groups - p. 695 409. Important Organic Ring Systems - p. 701 410. Common Protecting Groups (Implementation and Removal) - p. 703 411. List of Important Solvents Used in Organic Synthesis - p. 707 412. A - p. 711 413. List of Abbreviations - p. 713 414. Names Index - p. 717 415. Reagents Index - p. 727 416. Reactions Index - p. 731 417. Functional Group Transformation Index - p. 735
