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                    | Smith M.B., March J. — March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure |  
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                    | Предметный указатель |  
                    | | Elimination extrusion reactions      1352 Elimination from alkyl halides      1336—1337
 Elimination from alkyl halides and Hofmann’s rule      1337
 Elimination from alkyl halides and Zaitsev’s rule      1337
 Elimination from alkyl halides, solvent effects      1337
 Elimination from ammonium hydroxides and Zaitsev’s rule      1331
 Elimination from ammonium hydroxides, and Hofmann’s rule      1331
 Elimination from ammonium salts, and cis/trans isomers      1333
 Elimination from boranes, Zaitsev’s rule      1339
 Elimination from dihalides      1195
 Elimination from halides and enantioselectivity      1338
 Elimination from hydroxy acids      1346
 Elimination from organometallics and alkyl halides      807
 Elimination Hofmann      1316—1317 1331
 Elimination isomer formation and diastereomers      1318
 Elimination IUPAC nomenclature for mechanism      383
 Elimination mechanisms      276
 Elimination reactions, definition      1299
 Elimination reactivity      1318—1322
 Elimination solvent effects      1321
 Elimination substituent effects      1319
 Elimination to form carbenes      249
 Elimination to form nitrenes      253
 Elimination, E1      1306—1308
 Elimination, E1 and dehydration of alcohols      1328
 Elimination, E1 and dehydrohalogenation      1337
 Elimination, E1 and E2 elimination      1308
 Elimination, E1 and fragmentation reactions      1345
 Elimination, E1 and ion pairs      1308
 Elimination, E1 and leaving groups      1307
 Elimination, E1 and Zaitsev’s rule      1308
 Elimination, E1 IUPAC nomenclature      1307
 Elimination, E1cB      1308—1312
 Elimination, E1cB and ion pairs      1312
 Elimination, E1cB andbenzynes      1310
 Elimination, E1cB IUPAC nomenclature      1308
 Elimination, E1cB leaving group effects      1310—1311
 Elimination, E1cB substrate effects      1310
 Elimination, E2      1300—1306
 Elimination, E2 and dehydrohalogenation      1337
 Elimination, E2 and fragmentation reactions      1345
 Elimination, E2 and Hofmann elimination      1331
 Elimination, E2 and Hofmann’s rule      1315
 Elimination, E2 and ion pairs      1306
 Elimination, E2 and isotope effects      1304
 Elimination, E2 and reactivity      366
 Elimination, E2 and the Peterson alkenylation reaction      1228
 Elimination, E2 and Zaitsev’s rule      1303
 Elimination, E2 anti-periplanar conformation      1300
 Elimination, E2 formation of stereoisomers      1301
 Elimination, E2 from cyclic halides      1302
 Elimination, E2 IUPAC nomenclature      1300
 Elimination, E2 structural requirements      1315
 Elimination, E2 syn-anti dichotomy      1304
 Elimination, E2 with bicyclo[2.2.2] compounds      1303
 Elimination, E2C      1313—1314
 Elimination, E2C and the Bronsted equation      1313
 Elimination, E2C E2C, and Zaitsev’s rule      1314
 Elimination, E2C effect of base      1320
 Elimination, E2C effects of the medium      1321
 Elimination, Ei and dehydrohalogenation      1337
 Elimination, Ei and the Chugaev reaction      1330
 Elimination, Ei and the Peterson alkenylation reaction      1228
 Elimination, Ei andpyrolysis of esters      1330
 Elimination, pyrolytic      1322—1326
 Elimination, pyrolytic and Bredt’s rule      1325
 Elimination, pyrolytic and Hofmann’s rule      1325
 Elimination, pyrolytic and radical intermediates      1324
 Elimination, pyrolytic and syn elimination      1323
 Elimination, pyrolytic and Woodward — Hoffmann rules      1324
 Elimination, pyrolytic and Zaitsev’s rule      1325
 Elimination, pyrolytic regioselectivity      1325
 Elimination, syn      1300
 Elimination, syn and catalytic elimination of acyl halides      1339
 Elimination, syn and pyrolytic elimination      1323
 Elimination, syn and the Knoevenagel reaction      1226
 Elimination, syn and the Peterson alkenylation reaction      1228
 Elimination-addition mechanisms      430
 Emde reduction      530
 Emission spectroscopy, and mechanism      321
 Emission, and radicals, in NMR      240
 Enamine acylation of      788
 Enamine alkylation of      787
 Enamine-imine tautomerism      1000
 Enamines      also see “Stork enamine reaction”
 Enamines and drying agents      1187
 Enamines and formation by azeotropic distillation      1187
 Enamines and formation with microwaves      1186
 Enamines and the Bucherer reaction      865
 Enamines and the Simmons — Smith reaction      1089
 Enamines and the Thorpe reaction      1238
 Enamines and the Thorpe — Ziegler reaction      1239
 Enamines formation of      787
 Enamines formation on clays      1186
 Enamines from aldehydes      1187 1667
 Enamines from alkenes      1000
 Enamines from alkylation of enamines      1667
 Enamines from alkynes      1667
 Enamines from aminals      1187
 Enamines from amines      1000 1187 1667 1668
 Enamines from formamides      1667
 Enamines from Grignard reagents      1667
 Enamines from Petasis alkenylation      1668
 Enamines from phosphonates      1667
 Enamines from Tebbe alkenylation      1668
 Enamines fromketones      1187 1667
 Enamines halogenation, reagents for      788
 Enamines hydrolysis and the Thorpe reaction      1238
 Enamines hydrolysis of      1178
 Enamines in [2+2]-cycloadditions      1077
 Enamines reaction with 9-BBN      1014
 Enamines reaction with acyl halides      788
 Enamines reaction with alkyl halides      555 787
 Enamines reaction with anhydrides      788
 Enamines reaction with boranes      530
 Enamines reaction with CNBr, CNCl, or CNI      788
 Enamines reaction with ethyl chloroformate      788
 Enamines reaction with isocyanates      1250
 Enamines reaction with strong base      558
 Enamines reduction, reagents for      530
 Enamines salts, alkylation of      788
 Enamines Stork enamine synthesis      555
 Enamines tautomerism with imines      77
 Enamino ketones      1187
 Enantiomeric composition, by derivatization      142—143
 Enantiomers and enantiotopic atoms      164—166
 Enantiomers and optical antipodes      125
 Enantiomers and optical purity      155—156
 Enantiomers and optical rotation      126—127
 Enantiomers and physical properties      125—126
 Enantiomers and planes of symmetry      127—128
 Enantiomers and reaction rates      126
 Enantiomers and specific rotation      127
 Enantiomers and the E2 reaction      1301
 Enantiomers definition      125
 Enantiomers levo and dextro isomers      125
 Enantiomers racemates, definition      126
 Enantiomers racemic mixture, definition      126
 Enantiomers resolution of      151—155
 Enantiomers resolution, definition      126
 Enantiomorphs      see “Enantiomer”
 Enantioselective protonation, of enolate anions      794
 Enantioselective reactions, definition      150
 Enantioselectivity addition of HCN to aldehydes or ketones      1239
 Enantioselectivity addition of organolithium reagents to imines      1216
 Enantioselectivity and dehydrohalogenation      1338
 Enantioselectivity and epoxide elimination      1329
 Enantioselectivity and reduction of ketones      1200
 Enantioselectivity and the Baeyer — Villiger rearrangement      1417
 Enantioselectivity and the Heck reaction      931
 
 | Enantioselectivity and the Knoevenagel reaction      1225 Enantioselectivity and [3+2]-cycloadditions      1061
 Enantioselectivity enolate unions, and organopalladium compounds      551
 Enantioselectivity epoxides from sulfur ylids and aldehydes or ketones      1248
 Enantioselectivity in boronic esters with organolithium reagents      1424
 Enantioselectivity in catalytic hydrogenation      1003
 Enantioselectivity in conjugate additions      1029
 Enantioselectivity in heteroatom Diels — Alder reactions      1075
 Enantioselectivity in reaction of imines and diazoalkanes      1217
 Enantioselectivity in reaction of imines and HCN      1240
 Enantioselectivity in reaction of organometallics with aldehydes or ketones      1206
 Enantioselectivity in reactions of aldehydes with allylsilanes      1211
 Enantioselectivity in reactions of CO, alkenes and water      1035
 Enantioselectivity in reactions of organometallics with ketones      1210
 Enantioselectivity in reduction of imines      1203
 Enantioselectivity in reduction of oximes      1554
 Enantioselectivity in the aldol reaction      1221
 Enantioselectivity in the Baylis — Hillman reaction      1212
 Enantioselectivity in the Darzen’s glycidic ester condensation      1230
 Enantioselectivity in the Diels — Alder reaction      1065
 Enantioselectivity in the Ireland — Claisen rearrangement      1452
 Enantioselectivity in the Mukaiyama aldol reaction      1223
 Enantioselectivity in the Pauson — Khand reaction      1091
 Enantioselectivity in the Prins reaction      1242
 Enantioselectivity in the Pummerer rearrangement      1566
 Enantioselectivity in the Reformatsky reaction      1212
 Enantioselectivity in the Stork enamine reaction      788
 Enantioselectivity in [2,3]-sigmatropic rearrangement      1454
 Enantioselectivity ketene reactions with aldehydes or ketones      1249
 Enantioselectivity ketone enolate anions and alkyl halides      552
 Enantioselectivity with metal carbenes      1086
 Enantiotopic atoms      164—166
 Enantiotopic atoms and prochiral      165
 Enantiotopic atoms and radiolabeling      164
 Enantiotopic atoms and the Krebs cycle      164
 Enantiotopic atoms re/si nomenclature      166
 Enantiotopic faces      166
 Enantiotopic, definition      164
 Encounter complex      680
 Encyclopedia of Reagents for Organic Synthesis (EROS)      1624
 Endo addition, in the Diels — Alder reaction      1064
 Ene reaction      1021
 Ene reaction and fullerenes      1021
 Ene reaction catalysts for      1022
 Ene reaction retro      1022
 Ene-diynes and Bergman cyclization      1432
 Energy
  reaction of chloromethane and chloride ion      394 Energy activation, of radicals      906
 Energy alternant hydrocarbons      56
 Energy and photochemistry      307—308
 Energy barrier and conformation      169
 Energy barrier for cyclopentane conformation      178
 Energy barrier to chair-to-chair interconversion      173
 Energy bond      22—24 312
 Energy bond dissociation energy      22
 Energy bond dissociation for C-H vs. C-D      297
 Energy bond dissociation, and radicals      900 911
 Energy bond dissociation, for HX and RX      911
 Energy bond energy and steric influences      23
 Energy bond, delocalized bonds      35—36
 Energy bond, in benzene      35
 Energy bond, table      24
 Energy cascade and photochemistry      313
 Energy conformations of butane      169—170
 Energy conformations of ethane      168
 Energy diagram and photochemistry      307—308
 Energy diagrams      282
 Energy dissociation energy of carbocations      224
 Energy dissociation, table of radicals      243
 Energy enthalpy      277—278
 Energy enthalpy of activation      280
 Energy entropy      277—278
 Energy entropy and ring closing      280
 Energy entropy of activation      280
 Energy formal steric enthalpy      190
 Energy free      277—278
 Energy free and acid strength      336
 Energy free and catalysis      289
 Energy free and kinetics      278—279
 Energy free and Marcus theory      286—287
 Energy free and resonance effects      365
 Energy free and solvent effects      452
 Energy free and the Hammett equation      369—370
 Energy free of activation      278—279
 Energy heat of atomization      22
 Energy heat of combustion      22
 Energy levels, benzyl intermediates      56
 Energy of activation and activated complex      279
 Energy of activation and Marcus theory      286
 Energy of activation and reaction coordinate      279
 Energy of activation and transition state      279
 Energy resonance      32
 Energy resonance for butadiene      37
 Energy resonance in benzene      35
 Energy singlet vs. triplet carbenes      248
 Energy solvation, in
  reactions      394 Energy strain      180
 Energy strain, calculation      180
 Energy strain, cyclotetradecane      214
 Energy transfer and photochemistry      316
 Enlargement, of rings, by carbenes      250—51
 Enol acetates and the Mukaiyama aldol reaction      1223
 Enol acetates iodination of      777
 Enol acetates reaction with methyllithium      554
 Enol borates, and the aldol reaction      1221
 Enol borinates and borane reactions with halo carbonyls      560
 Enol borinates and the aldol reaction      1221
 Enol borinates reaction with conjugated compounds      1031
 Enol borinates reaction with methyllithium      554
 Enol carbamates, from alkynes, CO and an amine      1668
 Enol esters from alkynes      998
 Enol esters hydrolysis of      474
 Enol esters reaction with alcohols      487
 Enol esters reaction with carboxylic acids      491
 Enol ethers and formation of Mannich bases      1191
 Enol ethers and the Mukaiyama aldol reaction      1223
 Enol ethers and the Simmons — Smith reaction      1089
 Enol ethers by Petasis alkenylation      1237—1238
 Enol ethers by Tebbe alkenylation      1237—1238 1668
 Enol ethers by transesterification      1668
 Enol ethers by transetherification      481 1668
 Enol ethers dialkylboron      see “Enol borinates”
 Enol ethers from
  -alkoxy phosphoranes      1668 Enol ethers from
  -halo acetals      1668 Enol ethers from 1,3-dicarbonyl compounds      1668
 Enol ethers from acetals      1329
 Enol ethers from active hydrogen compounds      1668
 Enol ethers from acyl halides      1668
 Enol ethers from alcohols      1668
 Enol ethers from aldehydes      1668
 Enol ethers from alkynes      1668
 Enol ethers from anhydrides      1668
 Enol ethers from carboxylic acids      1668
 Enol ethers from cleavage of acetals      1668
 Enol ethers from diazo alkanes      1668
 Enol ethers from diketones      481
 Enol ethers from esters      1668
 Enol ethers from formation of acetals and ketals      1181
 Enol ethers from ketenes      1668
 Enol ethers from metal carbene complexes      1668
 Enol ethers from ortho esters      1668
 Enol ethers from Petasis alkenylation      1668
 Enol ethers from phenols      1668
 Enol ethers from vinyl halides      1668
 Enol ethers hydrolysis and isotopic labeling      467
 Enol ethers hydrolysis mechanism      467
 Enol ethers hydrolysis of      465
 Enol ethers hydrolysis, isotope effects      468
 Enol ethers hydrolysis, mechanism      467
 Enol ethers oxidation of      1539
 
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