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                    | Smith M.B., March J. — March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure |  
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                    | Предметный указатель |  
                    | | Spiropentanes, from carbene additions      1086 Squalene      1019
 Squalene 2,3-oxide      1019
 Squaric acid and aromaticity      70
 Squaric acid,
  70 Stability criteria for, carbanions      229—232
 Stability of arenium ions, table      679
 Stability of carbanions, by S, Si and P      231
 Stability of carbocations      219—225 1384
 Stability of diazonium salts      816
 Stability of radicals      241
 Stability order for carbanions      228 229
 Stability order for carbocations      219
 Stability thermodynamic and double bond migration      773
 Stabilization of Grignard reagents by ethers      235
 Stabilomer      1396
 Starands      107
 Statistical effects and acid strength      345—346
 Staudinger reaction      1555
 Steady state approximation      292
 Stephen reduction      1204
 Stephens — Castro coupling      868
 Stereochemistry      125—191
 Stereochemistry and 1,2 shifts      1380
 Stereochemistry and 1,2-alkyl shifts      1383
 Stereochemistry and carbanions      233
 Stereochemistry and ester hydrolysis      472
 Stereochemistry and ion pairs      398—400
 Stereochemistry and mechanism      290
 Stereochemistry and nonclassical ions      409
 Stereochemistry and ozonolysis      1524
 Stereochemistry and the
  mechanism      420 Stereochemistry in the Diels — Alder reaction      1064
 Stereochemistry in [1,3]- and [l,5]-alkyl sigmatropic rearrangements      1441
 Stereochemistry of
  reactions      397 Stereochemistry of
  reactions      142 Stereochemistry of
  with Walden inversion      391 Stereochemistry of
  reactions      422 Stereochemistry of autoxidation of alkenes with singlet oxygen      922
 Stereochemistry of carbene insertion with alkenes      1087
 Stereochemistry of the SET mechanism and substitution      403
 Stereoelectronic control and the tetrahedral mechanism      427
 Stereoelectronic effects and radicals      903
 Stereoelectronic effects and the tetrahedral mechanism      427
 Stereogenic carbon, definition      128
 Stereogenic centers      136
 Stereogenic centers and Fischer projections      137
 Stereogenic centers more than one      144—147
 Stereoisomers      also see “Diastereomers” “Enantiomers”
 Stereoisomers and chirality      125—139
 Stereoisomers and cis/trans isomers      157—160
 Stereoisomers and E2 elimination      1301
 Stereoisomers and enantiomer definition      125
 Stereoisomers and substituted cyclohexanes      175
 Stereoisomers diastereomers      144—147
 Stereoisomers topological, catenanes      114
 Stereoisomers torsional diastereomers      133
 Stereoselective synthesis      147—150 166—167
 Stereoselective, definition      166
 Stereoselectivity and chiral auxiliaries      149
 Stereoselectivity and Cram’s rule      147—148
 Stereoselectivity and the Felkin — Ahn model      148
 Stereoselectivity and the Wittig reaction      1235
 Stereoselectivity in the aldol reaction      1221
 Stereoselectivity Lindlar reduction of alkynes      1004
 Stereoselectivity of epoxide hydrolysis and Co-salen catalysts      468
 Stereoselectivity of hydride reduction of aldehydes and ketones      1198
 Stereoselectivity of Michael additions      977
 Stereoselectivity of radical addition to alkenes      978
 Stereoselectivity of radical hydrogen abstraction      903
 Stereospecific synthesis      166—167
 Stereospecific, definition      166
 Stereospecificity bromine addition to alkenes      973
 Stereospecificity electrocyclic rearrangements      1427
 Steric effects and acid strength      346
 Steric effects and base strength      347
 Steric effects and elimination reactions      1319
 Steric effects and radicals      900
 Steric effects and structure      365—368
 Steric effects B strain      366
 Steric effects hindrance      see “Steric hindrance”
 Steric effects I strain      366
 Steric effects masochistic      1080
 Steric effects quantitative treatment      374
 Steric effects radical addition to alkenes      985
 Steric hindrance and ester formation      485
 Steric hindrance and ester hydrolysis      470
 Steric hindrance and high pressure reactions      458
 Steric hindrance and hydrogenation of alkynes      1005
 Steric hindrance and nucleophilic addition      1174
 Steric hindrance and nucleophilic strength      444
 Steric hindrance definition      365
 Steric inhibition, of resonance      699
 Steric strain      see “Strain”
 Steroids,
  nomenclature      146 Stevens rearrangement      878 1419—1421 1454
 Stevens rearrangement and sulfur ylids      1420
 Stevens rearrangement and the Sommelet — Hauser rearrangement      1420
 Stevens rearrangement labeling      1419
 Stieglitz rearrangement      1416
 Stilbenes      288
 Stilbenes photochemical isomerization      391—320
 Stilbenes photocyclization      1436
 Stille reaction      931—932
 Stille reaction and cine substitution      932
 Stobbe condensation      1224
 Stork enamine reaction      787
 Stork enamine reaction and Michael reactions      787
 Stork enamine reaction enantioselectivity      788
 Stork enamine reaction regioselectivity      787
 Stork enamine reaction synthesis      555
 Stork — Eschenmoser hypothesis      1019
 Story synthesis      1355
 Strain and
  -bond rearrangements      1459 Strain and bent bonds      181
 Strain and betweenanenes      186
 Strain and bond length      184
 Strain and Bredt’s rule      188
 Strain and cleavage of non-enolizable ketones      814
 Strain and conformational transmission      368
 Strain and electrophilic aromatic substitution      690
 Strain and geared molecules      189
 Strain and heat of atomization      180
 Strain and NMR      181
 Strain and p and s character      181
 Strain and substitution      432—433
 Strain and twisted molecules      19
 Strain angle, cyclobutane      182
 Strain angle, cyclopropane      181
 Strain B      366
 Strain back      366
 Strain conformations and reactivity      366
 Strain eclipsing and reactivity      366
 Strain energy      180
 Strain energy calculation      180
 Strain energy cyclotetradecane      214
 Strain energy, cycloalkanes      185—186
 Strain for ring categories      1851 366
 Strain in fused ring benzene derivatives      45
 Strain in organic molecules      180—191
 Strain large-angle      184
 Strain Pitzer      184
 Strain polycyclic small-ring systems      182—183
 Strain ring and ester hydrolysis      473
 Strain ring and leaving groups      446
 Strain ring size and reactivity      366
 Strain rings other than 3 or 4      184—186
 Strain small rings      180—184
 Strain small-angle      180
 Strain steric      180
 
 | Strain transannular      184 Strain twisted amides      185
 Strain unavoidable crowding      189
 Strained molecules, by the Wurtz reaction      536
 Strecker synthesis      1240
 Strength, of nucleophiles      439
 Structure and acid-base strength      342—349
 Structure and field effects      363
 Structure and reactivity      368—375
 Structure and steric effects      365—368
 Structure and the Hammett equation      368
 Structure of enolate anions      236—237
 Structure of organolithium reagents      236
 Structure resonance effect      363
 Structures, Lewis      12
 Strychnine, and resolution      151
 Substituent effects
  -substitution      435 Substituent effects
  -substitution      436 Substituent effects
  -unsaturation      434 Substituent effects and aryl radicals      904
 Substituent effects and electrophilic aromatic substitution      683—684 691
 Substituent effects elimination reactions      1319
 Substituent effects hybridization      433
 Substituent effects in alkene metathesis      1457
 Substituent effects in the Claisen rearrangement      1451
 Substituent effects in the Diels — Alder reaction      1067
 Substituent effects inductive effects      436
 Substituent effects on
  reactions      433—435 Substituent effects on
  reactions      436 Substituent effects rate and the Diels — Alder reaction      1065
 Substitution
  676 Substitution
  and electrophilic aromatic substitution      681 Substitution
  and aromatic compounds      853 Substitution
  850—853 Substitution
  , activating groups      858 Substitution
  , and Meisenheimer salts      851 Substitution
  , and the Hammett relationship      859 Substitution
  , base catalysis      852 Substitution
  , dimer mechanism      852 Substitution
  , isolation of intermediates      851 Substitution
  , isotope effects      852 Substitution
  , leaving group effects      860 Substitution
  , partitioning effect      852 Substitution
  , substrate effects      857 Substitution
  862 Substitution
  855—856 Substitution
  and radicals      856 Substitution
  and ultrasound      856 Substitution and anchimeric assistance      404
 Substitution and neighboring group mechanism      404—407
 Substitution at ally lie carbon      421—424
 Substitution benzyne      854
 Substitution bimolecular      see “
  ” Substitution cine and the benzyne mechanism      854
 Substitution cine and the Stille reaction      932
 Substitution electrophilic, mechanism      275
 Substitution free radical, mechanism of      896
 Substitution Grignard reagents and aryl oxazolines      868
 Substitution mixed
  -  400—402 Substitution nucleophilic bimolecular      see “Substitution
 ![]()  Substitution nucleophilic internal      see “Substitution
 ![]()  Substitution nucleophilic unimolecular      see “Substitution
 ![]()  Substitution nucleophilic, effect of nucleophile      861
 Substitution nucleophilic, intramolecular      879
 Substitution nucleophilic, leaving group effects      860
 Substitution nucleophilic, other mechanisms      857
 Substitution nucleophilic, substrate effects      857
 Substitution radical      897—899
 Substitution radical and ipso substitution      905
 Substitution radical, mechanism of      898
 Substitution reactions and alkyne carbon      433
 Substitution reactions and bromonium ions      405
 Substitution reactions and chain reactions      403
 Substitution reactions and entropy of activation      404
 Substitution reactions and isotope effects      299
 Substitution reactions and neighboring group participation      407—420
 Substitution reactions and radicals      402—404
 Substitution reactions and SET mechanism      433
 Substitution reactions at vinyl carbon      433
 Substitution reactions B strain      432—433
 Substitution reactions branching effects      431
 Substitution reactions competition with elimination      1320
 Substitution reactions IUPAC rules      382—383
 Substitution reactions reactivity      431—462
 Substitution reactions substrate      431—438
 Substitution reactions with aryl substrates      433
 Substitution vicarious nucleophilic substitution of H      872
 Substitution,
  763—767 Substitution,
  and carbanions      764 Substitution,
  and electrofuges      769 Substitution,
  and ion pairs      768 Substitution,
  and racemization      763—764 Substitution,
  and solvent effects      764 Substitution,
  and tautomerization      763 Substitution,
  and the leaving group      764 Substitution,
  conducted tour mechanism      766 Substitution,
  effect of leaving groups      768 Substitution,
  effect of substrates      768 Substitution,
  isoinversion      765 Substitution,
  isoracemization      765 Substitution,
  isotopic exchange      765 Substitution,
  solvent effects      769 Substitution,
  759—763 Substitution,
  absolute configuration      761 Substitution,
  and bridgehead carbons      761 Substitution,
  and EDA complexes      763 Substitution,
  760 767 Substitution,
  759—763 Substitution,
  salt effects      763 Substitution,
  solvent effects      763 Substitution,
  767 Substitution,
  and adamantyl compounds      433 Substitution,
  and ambident nucleophiles      460 Substitution,
  and bicyclic systems      397 Substitution,
  and branching effects      432 Substitution,
  and bridgehead carbons      764 Substitution,
  and carbocation stability      395 Substitution,
  and Markovnikov’s rule      984 Substitution,
  and reactions of alcohols with  544 Substitution,
  and rearrangements      1381 Substitution,
  and the Hammett relationship      436 Substitution,
  and the Hammond postulate      432 Substitution,
  and trifluoroacetic acid as a solvent      451 Substitution,
  at vinylic carbon      430 Substitution,
  common ion effect      395 Substitution,
  cubyl cation and ab initio calculations      397 Substitution,
  effect of  -substitution      436 Substitution,
  effect on rate of  -unsaturation      434 Substitution,
  effects of  -substitution      435 Substitution,
  influence of inductive effects      436 Substitution,
  ion pairing      397—400 Substitution,
  IUPAC mechanistic description      394 Substitution,
  kinetic studies      396 Substitution,
  limiting      394 Substitution,
  mass law effect      395 Substitution,
  mechanism      393—400 Substitution,
  planar intermediates      396 Substitution,
  rate law      394 Substitution,
  reaction rates of alkyl tosylates      434 Substitution,
  salt effect      395 Substitution,
  solvation      394 Substitution,
  solvolysis rates for alkyl halides      432 Substitution,
  stereochemistry      397 Substitution,
  448 Substitution,
  423 Substitution,
  ab initio studies      393 Substitution,
  anchimeric assistance      404 Substitution,
  and  reduction of epoxides      529 Substitution,
  and ambident nucleophiles      460 Substitution,
  and backside attack      390 
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