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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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