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                    | Smith M.B., March J. — March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure |  
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                    | Предметный указатель |  
                    | | Scholl reaction intramolecular      712 Schotten — Baumann procedure and alcoholysis of acyl halides      482
 Schotten — Baumann procedure and formation of amides      506
 Schroedinger equation      3
 Schwartz’s reagent      1016 1020
 Schwartz’s reagent reaction with isocyanides      1038
 Science Citation Index      1637
 Scoopy reactions      1236
 Scrambling, of radiolabeled oxygen      399
 sec-Butyl tosylate, solvolysis      419
 Second order reaction      291
 Second order reactions,
  390 Secondary isotope effects      298
 Secondary sources in literature      1605
 Selectivity chemoselectiviry      525
 Selectivity cis/trans and the Shapiro reaction      1335
 Selectivity in attacking radicals      905
 Selectivity in reductions      1544—1564
 Selectivity regioselective, definition      458
 Selectivity relationship and electrophiles      692
 Selenides from aldehydes      1686
 Selenides from alkyl halides      1686
 Selenides from esters      1686
 Selenides from ketones      1686
 Selenides from organometallic compounds      1686
 Selenides from selenoxides      1557 1686
 Selenides hydrogenolysis of, reagents      532
 Selenium and aromatization      1511
 Selenium dioxide
  -oxidation of ketones      1531 Selenium dioxide and dehydrogenation      1512
 Selenium dioxide oxidation of hydrocarbons      1512
 Selenium dioxide oxidation of ketones      1509
 Selenium dioxide reaction with alkenes      915
 Selenium oxide, Sharpless method      915
 Selenones from selenides      1542
 Selenones from selenoxides      1542
 Selenoxides from selenides      1542
 Selenoxides pyrolysis      1336
 Selenoxides reduction of      1557
 Self-consistent field method      34
 Self-immolative reactions      150
 Semibullvalene      1448
 Semicarbazide, reaction with aldehydes or ketones      1193
 Semicarbazides, from mtroureas      1553
 Semicarbazones and Wolff — Kishner reduction      1547
 Semidines      1455
 Semiempirical methods      34
 Semipinacol rearrangement      1397
 Semiqumones, and radical ions      247
 Sensitizers, triplet, and aldehyde addition to alkenes      1034
 Separation, mechanical and resolution      153
 Sequence rales, for the CIP system      139—141
 SET mechanisms      237 402—404
 SET mechanisms and coupling of organometallics with RX      537
 SET mechanisms and electrophilic aromatic substitution      693
 SET mechanisms and enolate anion alkylations      550—551
 SET mechanisms and enolate anions with aryl halides      870
 SET mechanisms and formation of Grignard reagents      806
 SET mechanisms and Grignard reagents      1208
 SET mechanisms and organocalcium      237
 SET mechanisms and oxidation-reduction      1508
 SET mechanisms and radical probes      403
 SET mechanisms and radicals      239
 SET mechanisms and reduction of alkyl halides      526
 SET mechanisms and spectroscopy      403
 SET mechanisms and stereochemistry      403
 SET mechanisms and substitution reactions      433
 SET mechanisms and sulfur nucleophiles      495
 SET mechanisms and the tetrahedral mechanism      424
 SET mechanisms and Williamson reaction      478
 Shapiro reaction      1334
 Sharpless asymmetric dihydroxylation      1050
 Sharpless asymmetric epoxidation      1053
 Sharpless method,
  oxidation      915 Shift 1,2-methyl      see “Rearrangements 1
 Shift reagents and diastereotopic atoms      165
 Shift reagents and Mosher’s derivatives      142—43
 Shift reagents and NMR      156
 Shifts      see “Rearrangements”
 si nomenclature      166
 Side chain, of aromatic rings, radical substitution      902
 Sigmatropic rearrangements      1436—1456
 Sigmatropic rearrangements circumambulatory      1440
 Sigmatropic rearrangements definition      1436
 Sigmatropic [1,3]-H rearrangements and the frontier orbital method      1438
 Sigmatropic [1,3]-H rearrangements and the Mobius — Huckel method      1439
 Sigmatropic [1,5]-H rearrangements      1437—1440
 Sigmatropic [1,5]-H rearrangements and the frontier orbital method      1438
 Sigmatropic [1,5]-H rearrangements and the Mobius — Huckel method      1439
 Sigmatropic [1,5]-H rearrangements homodienyl      1440
 Sigmatropic [1,5]-H rearrangements orbital symmetry rules      1438
 Sigmatropic [1,5]-H rearrangements suprafacial and antarafacial      1437
 Sigmatropic [1,5]-H rearrangements with vinyl aziridines      1440
 Sigmatropic [1,7]-H rearrangements in radical cyclization      1440
 Sigmatropic [2,3]-rearrangements      915 1453—1455
 Sigmatropic [2,3]-rearrangements enantioselectivity      1454
 Sigmatropic [2,3]-rearrangements Mislow — Evans      1455
 Sigmatropic [3,3]-rearrangements      1436
 Sigmatropic [3,3]-rearrangements Claisen rearrangement      see “Claisen rearrangement”
 Sigmatropic [3,3]-rearrangements Cope      see “Cope rearrangement”
 Sigmatropic [5,5]-rearrangements and the benzidine rearrangement      1456
 Sigmatropic [l,3]-alkyl rearrangements      1440—1445
 Sigmatropic [l,3]-alkyl rearrangements allyl vinyl ethers      1442
 Sigmatropic [l,3]-alkyl rearrangements and orbital symmetry      1441
 Sigmatropic [l,3]-alkyl rearrangements and stereochemistry      1441
 Sigmatropic [l,3]-alkyl rearrangements radical mechanism      1442
 Sigmatropic [l,3]-alkyl rearrangements thermal and photochemical      1441—1442
 Sigmatropic [l,3]-alkyl rearrangements vinylcyclopropane      1443
 Sigmatropic [l,5]-alkyl rearrangements      1440—1445
 Sigmatropic [l,5]-alkyl rearrangements and diradicals      1443
 Sigmatropic [l,5]-alkyl rearrangements and stereochemistry      1441
 Sigmatropic [l,5]-alkyl rearrangements thermal and photochemical      1441—1442
 Sigmatropic [l,5]-rearrangements      1436
 Sigmatropic [l,5]-rearrangements and semidine formation      1456
 Silane carbanions, reaction with aldehydes or ketones      1228
 Silane tethers, and radical addition to alkenes      1032
 Silanes addition to alkenes      1018 1039
 Silanes allyl, addition to conjugated ketones      1024
 Silanes allyl, reaction with aldehydes      1211 1239
 Silanes allyl, reaction with epoxides      535
 Silanes and the Sakurai reaction      1024
 Silanes C-Si bond distances      19
 Silanes from addition of silanes to alkenes      1686
 Silanes from alkenes      1039
 Silanes from reaction of aryl silanes with fluoride      1686
 Silanes hydroxylation of      482
 Silanes reaction with alkyl halides, reagents for      534
 Silanes reaction with base and aldehydes or ketones      1200
 Silanes reaction with bromo lactones      535
 Silanes reaction with radicals      895
 Silica gel,
  and microwaves      1589 (ref. 449) Silicon, stabilization of carbanions      231
 Siloxy compounds, coupling with alkyl halides      535
 Silver benzoate, and Wolff rearrangement      1405
 Silver carboxylates, and dihydroxylation of alkenes      1049
 Silver cyanide      see “Cyanide”
 Silver ion      339
 Silver nitrate and coupling of boranes      939
 Silver nitrate reaction with N-chloroamines      1416
 Silver tetrafluoroborates, reaction with bicyclobutanes      1460
 Silyl enol ethers      see “Enol ethers”
 Silyl ketones, oxidative cleavage      1521
 Silyl — Wittig reaction      1228
 Silylalkyl, neighboring group effects      419
 Simmons — Smith reaction      1088
 Simmons — Smith reaction and diethylzinc      1089
 Simmons — Smith reaction and methylation of ketones      1089
 Simonini reaction      942
 Single electron transfer      see “SET”
 Singlet carbenes      252 791 1086
 
 | Singlet nitrenes      253 Singlet oxygen and autoxidation      921
 Singlet oxygen reaction with alkanes      921
 Singlet oxygen reaction with alkenes      1055
 Singlet oxygen reaction with hydrocarbons      921
 Singlet oxygen stereochemistry of reaction with alkenes      922
 Singlet state and photochemistry      308—309 311 316
 Singlet state and photolysis of 2,5-cyclohexadienones      1461
 Singlet state of carbenes      248
 Small rings, and strain      185
 Small-angles strain      180
 Smiles rearrangement      879
 Snlfene intermediates      575
 Snoutane      1459
 Sodium amalgam, hydrogenolysis of sulfones      549
 Sodium ammonium tartrate      153
 Sodium and Birch reduction      1010
 Sodium and ethanol, for reduction of aldehydes or ketones      1199
 Sodium and pinacol coupling      1560
 Sodium and the Bamford — Stevens reactions      1335
 Sodium and the Wurtz reaction      535
 Sodium arsenite      see “Arsenite”
 Sodium bis(2-methoxyethoxy)alummum hydride      see “Red-Al”
 Sodium borohydride      see “Borohydride”
 Sodium borohydride reduction of aldehydes or ketones      1197—1198
 Sodium cyanide      see “Cyanide”
 Sodium cyanoborohydride      see “Cyanoborohydride”
 Sodium cyanoborohydride hydrogenolysis of nitriles      528
 Sodium cyanoborohydride reaction of alkyl halides      526
 Sodium hydroxide, reaction with aryl sulfonic acids      862
 Sodium hypobromite      see “Hypobromite”
 Sodium hypochlorite      see “Hypochlorite”
 Sodium in alcohol and reduction of amides      1550
 Sodium naphthalene and elimination of disulfonate esters      1340
 Sodium nitrite      see “Nitrite”
 Sodium peroxide      492
 Sodium peroxide and amide hydrolysis      475
 Sodium phthalimide      see “Phthalimide”
 Sodium sulfhydride, reaction with alkyl halides      495
 Sodium sulfide, reaction with alkyl halides      497
 Sodium sulfite      see “Sulfites”
 Sodium tetracarbonylferrate      see “Tetracarbonylferrate”
 Sodium thiocyanate      see “Thiocyanate”
 Sodium, reaction with alkyl halides      535
 Sodium, reaction with aryl halides      535
 Sodium, reaction with nitriles      815
 Soft acids      338—32
 Soft acids, definition      340
 Soft bases      338—342
 Soft bases, definition      340
 Softness      341
 Softness absolute      341
 Softness acids and bases      340
 Solid state reactions, the Knoevenagel reaction      1226
 Solid-phase and the Dieckmann condensation      570
 Solid-phase synthesis      509
 Solvation and acid-base strength      349
 Solvation and carbanions      232
 Solvation and nucleophilic strength      443
 Solvation and the
  reaction      393 Solvation and the Baker — Nathan effect      72
 Solvation rule      450
 Solvent effects and charge transfer UV peaks      453
 Solvent effects and conformation      170—171
 Solvent effects and free energy      452
 Solvent effects and phase transfer catalysis      454—456
 Solvent effects and rate of reaction      451
 Solvent effects and the Grunwald — Winstein equation      452
 Solvent effects and the transition state      450
 Solvent effects common-ion effect      451
 Solvent effects in the Diels — Alder reaction      1065
 Solvent effects ionic strength and reactivity      451
 Solvent effects ionizing power      452
 Solvent effects ionizing power, table      453
 Solvent effects on ambident nucleophiles      461
 Solvent effects on elimination reactions      1321
 Solvent effects on ionization of tosylates      451
 Solvent effects polarity and
  values      454 Solvent effects polarity and the Py scale      454
 Solvent effects salt effects      451
 Solvent effects solvation rule      450
 Solvent effects with adamantyl compounds      452
 Solvent effects with radicals      906
 Solvent effects with the
  reaction      769 Solvent effects Y values      452—453
 Solvent isotope effects      299
 Solvent polarity and $ET(30) values      454
 Solvent polarity and the Py scale      454
 Solvent-separated ion pairs      398
 Solvents
  -hydroxy ethers      481 Solvents acid strength      334—336
 Solvents and dialkylamides bases      349
 Solvents and enolate anions      548
 Solvents and regioselectivity of ketone enolate anions      554
 Solvents and the
  reaction      763 Solvents and the Grunwald — Winstein relationship      371
 Solvents aprotic      450
 Solvents aprotic, and nucleophilic substitution      441
 Solvents chiral and NMR      156
 Solvents dielectric effects, algorithm      450
 Solvents effects, on the Knoevenagel reaction      1227
 Solvents for Grignard reagents      806
 Solvents for ketone enolate anions      552
 Solvents lyonium ions      335
 Solvents mixtures and nucleophilic substitution      452
 Solvents polarity and rate of reaction      450
 Solvents protic      450
 Solvents supercritical
  454 Solvents trifluoroacetic acid      412
 Solvolysis alkyl halides      366
 Solvolysis and ion pairs      398
 Solvolysis and neighboring group effects      410
 Solvolysis and radlolabeled oxygen      398
 Solvolysis at bridgehead positions      438
 Solvolysis definition      389
 Solvolysis of adamantyl compounds      433
 Solvolysis of bicyclic systems      1386
 Solvolysis of cyclopropyl tosylate      437
 Solvolysis of neopentyl bromide      1379
 Solvolysis of neopentyl tosylate      418
 Solvolysis of norbornyl compounds      414
 Solvolysis of sec-butyl tosylate      419
 Solvolysis rates with alkyl halides      432
 Solvolysis substituent effects      412—413
 Sommelet reaction      1536
 Sommelet — Hauser rearrangement      877 1420 1455
 Sommelet — Hauser rearrangement and the Stevens rearrangement      1420
 Sonn — Miler method      534 1024
 Sorensen method, amino acid synthesis      549
 Soxhlet extractor, and the aldol reaction      1220
 Sparteine and RLi-RX coupling      537
 Sparteine chiral additive with organolithium reagents      1215
 Sparteine with organolithium reagents and epoxides      546
 Special salt effect, and ion pairs      399
 Specific acid catalysis      337
 Specific catalysis      336—337
 Specific rotation      127
 Specific rotation and concentration      127
 Specific rotation and optical purity      155—156
 Specific rotation and the wavelength of light      127
 Spectrophotometer, definition      306
 Spectroscopy and carbocations      219 224 710
 Spectroscopy and ester hydrolysis      290
 Spectroscopy and the Hammett equation      369
 Spectroscopy and the nitronium ion      698
 Spectroscopy photoelectron and carbocations      224
 Spherands      106
 Spin trapping, and radicals      239
 Spin-forbidden transitions      209
 Spiranes, and optical activity      134
 
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