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                    | Smith M.B., March J. — March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure |  
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                    | Ïðåäìåòíûé óêàçàòåëü |  
                    | | Rearrangements Tiffeneau — Demyanov      1399 Rearrangements transannular      1388
 Rearrangements vinylcyclobutane      1444
 Rearrangements vinylcyclopropane      1443
 Rearrangements vinylcyclopropane, and formation of heterocycles      1443
 Rearrangements vinylcyclopropane, and homodienyl [1,5] shifts      1444
 Rearrangements von Richter rearrangement      876
 Rearrangements Wallach      1464
 Rearrangements Wallach, photochemical      14
 Rearrangements Whitmore 1,2 shift      1378
 Rearrangements Wittig      1421
 Rearrangements Wittig rearrangement      558
 Rearrangements Wittig, migratory aptitudes      1421
 Rearrangements Wolff      252 1250 1405—1406
 Rearrangements Wolff, and the Arndt — Eistert synthesis      1405
 Rearrangements Wolff, photochemical      1406
 Rearrangements, allylic      421 771
 Rearrangements, allylic and allylic alcohols      544
 Rearrangements, allylic and autoxidation      921
 Rearrangements, allylic and Grignard reactions      546
 Rearrangements, allylic and propargyl compounds      423
 Rearrangements, allylic Meyer — Schuster rearrangement      423
 Rearrangements, allylic of propargylic halides with
  525 Rearrangements, allylic radical chlorination      914
 Rearrangements, allylic with nucleophilic substitution      421—424
 Rearrangements, allylic with vinyl epoxides and Grignard reagents      547
 Rearrangements, electrocyclic      1426—1436
 Rearrangements, electrocyclic and NMR      1435
 Rearrangements, electrocyclic and super acids      1435
 Rearrangements, electrocyclic conrotatory and disrotatory      1427
 Rearrangements, electrocyclic frontier orbital method      1428
 Rearrangements, electrocyclic Mobius — Hiickel method      1429
 Rearrangements, electrocyclic orbital symmetry rues      1434
 Rearrangements, electrophilic      1377 1392
 Rearrangements, electrophilic ab initio studies      1392
 Rearrangements, Wagner — Meerwein      1384 1393—1396
 Rearrangements, Wagner — Meerwein and adamantanes      1396
 Rearrangements, Wagner — Meerwein and Lewis acids      1394
 Rearrangements, Wagner — Meerwein and Nametkin rearrangements      1395
 Rearrangements, Wagner — Meerwein and norbornyl cations      1394
 Rearrangements, Wagner — Meerwein and retro pinacol rearrangements      1395
 Rearrangements, Wagner — Meerwein and stabilomers      1396
 Rearrangements, Wagner — Meerwein and the Stieglitz rearrangement      1416
 Rearrangements, Wagner — Meerwein andZaitsev’s rule      1393 1394
 Rearrangements, Wagner — Meerwein hydride ion migration      1394
 Rearrangements, Wagner — Meerwein in terpenes      1394
 Red-AI and reduction of esters      1552
 Red-AI eduction of epoxides      529
 Reduction      see “Oxidation-reduction”
 Reduction and Grignard reagents      1207
 Reduction and organolithium reagents      1209
 Reduction and the Bouveault — Blanc reaction      1199
 Reduction conjugate, of conjugated systems, reagents for      1008—1009
 Reduction definition      1506
 Reduction dissolving metal      1199
 Reduction ease of reduction of functional groups      1545—1546
 Reduction hydrogenolysis      524
 Reduction Meerwein — Ponndorf — Verley reduction      1199
 Reduction of alkyl halides      525
 Reduction of aromatic compounds      1009—1012
 Reduction of hydrazones      1203
 Reduction of ketones and aldehydes      1197—1203
 Reduction of ketones, and Cram’s rule      1201
 Reduction of nitriles      1204
 Reduction of Schiff bases      1203
 Reduction ofimines      1203
 Reduction with optically active boranes      1210—1211
 Reduction-oxidation      see “Oxidation-reduction”
 Reductions, selectivity      1544—1564
 Reductive acylation, of ketones      1182
 Reductive alkylation of amines      1188
 Reductive alkylation of lactams      513
 Reductive animation      1188
 Reductive coupling, of aldehydes and ketones      1559—1561
 Reed reaction      924
 Reformatsky reaction      1212
 Reformatsky reaction and ketene-imine cycloaddition      1250
 Reformatsky reaction and the Claisen reaction      1224
 Reformatsky reaction and the Wittig reaction      1232
 Reformatsky reaction with other metals      1212
 Regiochemistry, of
  -elimination      1314—1317 Regioselectivity and reaction of sulfur ylids with aldehydes or ketones      1247
 Regioselectivity and the ortho/para ratio      685
 Regioselectivity definition      458
 Regioselectivity electrophilic substitution, monosubstituted benzenes      681—687
 Regioselectivity electrophilic substitution, polycyclic aromatics      689—690
 Regioselectivity in alkene addition reactions      984
 Regioselectivity in reactions of organolithium reagents      792
 Regioselectivity in the Diels — Alder reaction      1063
 Regioselectivity in the Mannich reaction      1190
 Regioselectivity in the pinacol rearrangement      1397
 Regioselectivity in the Stork enamine reaction      787
 Regioselectivity of borane addition to alkenes      1013
 Regioselectivity of di-
  -methane rearrangements      1460 Regioselectivity of epoxide reduction      529
 Regioselectivity of ketone enolate alkylations      554
 Regioselectivity of pyrolytic eliminations      1325
 Regioselectivity of radical bromination      899
 Registry number, CAS      1632
 Reilly — Hickinbottom rearrangement      729
 Reimer — Tiemann reaction      716
 Reimer — Tiemann reaction and carbenes      716
 Reimer — Tiemann reaction and the Kolbe — Schmitt reaction      718
 Reimer — Tiemann reaction ring expansion      717
 Reissert compounds, reduction to aldehydes      533
 Resins, exchange, and acetal hydrolysis      467
 Resolution      also see “Kinetic resolution”
 Resolution and biochemical processes      153
 Resolution and chiral recognition      152
 Resolution and chromatography      152
 Resolution and crystallization      153
 Resolution and deracemization      154
 Resolution and diastereomers      151—152
 Resolution and differential absorption      152
 Resolution and gas chromatography      156
 Resolution and guest-hosts      152
 Resolution and mechanical separation      153
 Resolution kinetic      149 153—154
 Resolution of enantiomers      126 151—155
 Resonance      also see “Mesomeric effect”
 Resonance and aromatic radical substitution      898
 Resonance and captodative compounds      159
 Resonance and conjugate addition      980
 Resonance and principle of least motion      1011
 Resonance and radicals      241—242
 Resonance and strain      43—45
 Resonance and Wheland intermediates      676
 Resonance captodative effect      60
 Resonance effects      42
 Resonance effects and acid strength      343—345
 Resonance effects and electrophilic aromatic substitution      681
 Resonance effects and free energy      365
 Resonance effects and hyperconjugation      363
 Resonance effects and structure      363
 Resonance effects and vinylogy      553
 Resonance effects aromatic amides      364—365
 Resonance effects table      364
 Resonance energy      32
 Resonance energy benzene and fused ring aromatics      49
 Resonance energy heterocycles      51
 Resonance in amides and thioamides      158—159
 Resonance in aniline      42
 Resonance in aryl diazonium compounds      816
 Resonance in benzene      32
 Resonance in benzynes      855
 Resonance in butadiene      37
 Resonance in carboxylate anions      344
 Resonance in chlorobenzene      41
 Resonance in push-pull compounds      159
 Resonance integral      35
 
 | Resonance interaction, and electrophilic aromatic substitution      682 Resonance nitro group, and base strength      344
 Resonance push-pull effect      60
 Resonance rules      40—42
 Resonance steric inhibition of      43—45 699
 Retro aldol      see “Aldol retro”
 Retro aldol reaction      1220
 Retro Claisen condensation      see “Qaisen condensation retro”
 Retro Diels — Alder reaction      see “Diels — Alder reactions retro”
 Retro pinacol rearrangement      1395
 Retro — Claisen rearrangement      1450
 Retro — Gatterman — Koch reaction      732
 Retro-ene reaction      1022
 Reversibility and radical addition to alkenes      981
 Reversibility microscopic, and ElcB elimination      1310
 Review journals      1620
 Rhodium catalysts      also see “Wilkinson’s catalyst”
 Rhodium catalysts and addition of aldehydes to alkenes      1038
 Rhodium catalysts and carbene addition reaction      1086
 Rhodium catalysts and carbonylation of halides      565
 Rhodium catalysts and the Bamford — Stevens reaction      1335
 Rhodium catalysts chiral, and reduction of oximes      1554
 Rhodium catalysts elimination with acyl halides      1339
 Rhodium, and insertion reactions of carbenes      251
 Ring chain tautomerism      see “Tautomerism”
 Ring closure alkene addition to alkenes      1019
 Ring closure and Baldwin’s rules      282—284
 Ring closure and entropy      280
 Ring closure and Friedel — Crafts acylation      713
 Ring closure and the Bischler — Napieralski reaction      720
 Ring closure and the Bradsher reaction      720
 Ring closure and the Friedlander quinoline synthesis      1186
 Ring closure and the Haworth reaction      714
 Ring closure and the Robinson annulation      1222
 Ring closure by Friedel — Crafts acylation with ketones      720
 Ring closure by radical addition to dienes      878
 Ring closure by the aldol reaction      1222
 Ring closure by the Wittig reaction      1236
 Ring closure Pschorr      929
 Ring closure with aryl halides      869
 Ring contraction, Demyanov      1398—1400
 Ring current definition      46—47
 Ring current paracyclophane      47
 Ring expansion and the Beckmann rearrangement      1415
 Ring expansion and the Stevens rearrangement      1419
 Ring expansion by alkene metathesis      1458
 Ring expansion by diazomethane homologation of cyclic ketones      1408
 Ring expansion by radicals      1400
 Ring expansion Demyanov      1398—1400
 Ring expansion of aryl azides      1413
 Ring expansion of carbenes      250—251
 Ring expansion of cyano ketones      813
 Ring expansion of cycloalkyl azides      1413
 Ring expansion Tiffeneau — Demyanov      1399
 Ring formation, by the Thorpe — Ziegler reaction      1239
 Ring nitrosation      699
 Ring opening, cyclopropyl cations      1434
 Ring strain and ester hydrolysis      473
 Ring strain and leaving groups      446
 Ring strain and the Dieckmann condensation      570
 Ring strain by coupling with nickel tetracarbonyl      542
 Ring strain by the Story synthesis      1355
 Ring strain by the Wurtz reaction      536
 Ring strain closure by Friedel — Crafts alkylation      710
 Ring strain closure with sulfur      704
 Ring strain conformations      172—178
 Ring strain cyclic amines, from amines      501
 Ring strain from malonate and dihalides      550
 Ring strain heterocyclic, from sulfides and dihalides      497
 Ring strain other than 3or 4, stain      184—186
 Ring strain puckering      172
 Ring strain six-membered, conformations      172—177
 Ring strain small rings and strain      180—184
 Ring strain small-ring polycyclic and strain      182—183
 Ring strain strain and reactivity      366
 Ring strain unsaturated, and strain      186—188
 Rings and cis/trans isomers      158 160—161
 Ritter reaction      1244
 Ritter reaction and the Beckmann rearrangement      1416
 Robinson annulation reaction      1222 1224
 Rosenmund catalyst      1005
 Rosenmund reduction      532
 Rosenmund — von Braun reaction      867
 Rotamer, definition      167
 Rotation and NMR      295
 Rotation and rings      160
 Rotation around single bonds      168—169
 Rotation optical      see “Optical rotation”
 Rotation restricted, and allenes      133—134
 Rotation restricted, and cis/trans isomers      156—157 159
 Rotation restricted, torsional diastereomers      133—134
 Rotation specific, and optical purity      155—156
 Rotaxanes      113—114
 Rotaxanes and chirality      136
 Rotaxanes and fullerene      114
 Rotaxanes and inclusion compounds      114
 Rotaxanes and isomers      113
 Rotaxanes and molecular shuttles      114
 Rotaxanes definition      113
 Rule
  200 Ruthenium catalysts and hydrogenation of aldehydes or ketones      1198
 Ruthenium catalysts and reaction of amines with nitriles      1192
 Ruthenium oxide, reaction with alkynes      1540
 Ruthenium tetroxide and oxidation of alcohols      1515
 Ruthenium tetroxide oxidation of ethers      1534
 Ruzicka cyclization      574
 s character and carbanions      228 231
 s character and strain      181
 S states      see “Singlet state”
 Sacrificial hyperconjugation      73
 Sadtler Index      1618
 Sakurai reaction      1024
 Salen manganese, and oxidation of ketones      1531
 Salen, cobalt catalysts      468
 Salen, cobalt complex, and epoxidation of alkenes      1053
 Salen, manganese catalyst and formation of aziridines      1058
 Salen, manganese catalyst and oxidation of ketones      1533
 Salt effects      395 451
 Salt effects and the
  reaction      763 Salt effects in the Wittig reaction      1235
 Salt effects special      399 452
 Salts, hydrocarbon      230
 Samarium iodide and reduction of isothiocyanates      1203
 Samarium iodide and the Knoevenagel reaction      1226
 Samarium iodide and the Prins reaction      1242
 Samarium iodide and the Wurtz reaction      536
 Samarium iodide and [2,3] Wittig rearrangement      1454
 Samarium iodide coupling acyl halides      568
 Samarium iodide reduction of nitriles      528
 Samarium iodide reduction of pyridine      1011
 Samarium iodide ring expansion of bicyclic ketones      1408
 Samarium, and reduction of nitro compounds      1552
 Sanderson electronegativity      14
 Sandmeyer reaction      874 875 936
 SANDRA      1629
 Sandwich compounds      see “Metallocenes”
 Saponification      see “Esters hydrolysis”
 Saponification, of esters      470
 Schiemann reaction      875
 Schiff bases      1186
 Schiff bases and organolithium reagents      547
 Schiff bases hydrolysis of      1177
 Schiff bases reaction with HCN      1240
 Schiff bases reduction of      1203
 Schlenk equilibrium      234
 Schleyer adamantization      1396
 Schmidt reaction      1413—1415
 Schmidt rearrangement      1380
 Schmidt rearrangement and the Beckmann rearrangement      1416
 Scholl reaction      711
 
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