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[TIP] [해결책] 유기화학 해결책 (Advanced Organic Synthesis METHODS AND TECHNIQUE…

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I. Derivatives of Adamantane 151
16. Elimination, Substitution, and Addition Reactions Resulting in
References 44
Viil CONTENTS
II. Halides from Alcohols and Phenols by Triphenylphosphine Dihalide 46
III. c/j-4-Hydroxycyclohexanecarboxylic Acid from /?-Hydroxybenzoic Acid 41
I. Trialkylcarbinols from Trialkylboranes and Carbon Monoxide ........ Ill
References 125
9. Enamines as Intermediates
IV. Trichloroisocyanuric Acid 156
II. The Generation of Sodium Acetylide in Tetrahydrofuran 123
References ....................... 110
II. Mixed Hydride Reduction 20
References 120
I. Ketones as Enolates: Car bethoxylation of Cyclic Ketones ......... 87
V. Baeyer-Villiger Oxidation of Ketones 9
Appendix 3. Introduction to the Techniques of Synthesis
I. Reduction by Lithium Aluminum Hydride 18
II. Dibromocarbenes 117

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I. Hydrogenation over Platinum Catalyst 39
VI. Photolytic Addition of Formamide to Olefins 141

IV. a-Bromination of Ketones and Dehydrobromination 49
References 24
I. Carbene Addition by the Zinc-Copper Couple 116
X. Half-EsterificationofaDiol 64

화공, 화학, 솔루션, organic, 유기
II. Photolytic Ring Contraction 127
III. Purification of a Mixture of J9-10- and J1(9)-Octalins 37
8. The Diels-Alder Reaction
VI. Alkylation of j3-Ketoesters .................. 99
VI CONTENTS
VI. Lead Tetraacetate Oxidation of Cycloalkanols 11
V. Reduction of an a,/?-Unsaturated y-Diketone with Zinc 29
II. Paracyclophane via a 1,6-Hofmann Elimination 136
V. Reactions with Cyclopentadiene ................. 77
I. Chromium Trioxide Oxidation 3
IV. Generation of Dienes from Diones ................ 75
contents
14. Ethynylation
CONTENTS IX
Appendix 1. Examples of Multistep Syntheses 158
References ....................... 103

III. Allylic and Benzylic Bromination with W-Bromosuccinimide 48

III. The Generation of Sodium Acetylide via Dimsylsodium 124
IV. Reduction of Conjugated Alkenes with Chromium (H) Sulfate 23
VIII. Esterification of Tertiary Alcohols 62
V. Reactions of Enamines with Acrolein ............... 84
설명
III. The Reaction of Trialkylboranes with Methyl Vinyl Ketone and Acrolein ..... 114
III. Free Radical Oxidation of an Allylic Position 7
III. Catalysis by Aluminum Chloride ................ 74
6. The Introduction of Halogen
III. Methylsulfinyl Carbanion in the Generation of Ylides .......... 106
References 157
VI. Methylation by Diazomethane 58
IV. The Wittig Reaction Catalyzed by Ethylene Oxide ........... 107
II. Dialkylketones from Trialkylboranes and Carbon Monoxide- Water ...... 112

III. Dehydration of 2-Decalol 56
I. The Reaction 166
1 1 . The Wittig Reaction
II. The Wolff-Kishner Reduction 55
7. Miscellaneous Elimination, Substitution, and Addition Reactions
레포트 > 공학,기술계열
V. Oxidative Rearrangement of /3-Diketones 130
V. Cyclopropylidene Derivatives via the Wittig Reaction .......... 108
X. Dimethyloxosulfonium Methylide in Methylene Insertions 145
III. Diazomethane 155
III. Methylsulfinyl Carbanion as a Route to Methyl Ketones .......... 92
References 67
II. Esters as Enolates: 1,4-Cyclohexanedione and Meerweins Ester ....... 90
VII. The Robinson Annelation Reaction ................ 101
I. Benzyl-Containing Ylides .................. 104
I. Carboxylation of Carbonium Ions 134
III. Enamines as Michael Addition Reagents .............. 82
IV. Reactions of Enamines with j3-Propiolactone ............. 83
References 133

References ....................... 79

III. Purification of the Product 178
II. Reduction by Lithium-Ethylenediamine 26
I. 3,6-Diphenyl-4,5-cyclohexenedicarboxylic Anhydride ........... 71
4. Hydroboration
VIII. Oxidation of Ethers to Esters 12
IX. Partial Oxidation of an Aliphatic Side Chain 13

I. Hydroboration of Olefins as a Route to Alcohols 32
I. Acid Catalyzed Rearrangement of Saturated Hydrocarbons 126
IV. Epoxidation of Olefins 8
IV. 3-Isoquinuclidone from/7-Aminobenzoic Acid 42

I. Preparation of the Morpholine Enamine of Cyclohexanone ......... 80
III. Dihalocarbenes from Phenyl(trihalomethyl)mercury Compounds 119
2. Hydride and Related Reductions

II. SKELETAL MODIFICATIONS
V. Stereospecific Synthesis of /ra/w-4-Halocyclohexanols 51
15. Structural Isomerizations
10. Enolate Ions as Intermediates
VII. Intermolecular Dehydrohalogenation 142
IV. Boron Trifluoride Catalyzed Hydrolysis of Nitriles 56
II. Alkyl Ylides Requiring «-Butyl Lithium .............. 105
References 150
II. Selective Hydroborations Using Bis(3-methyl-2-butyl)borane (BMB) 35
I. Halides from Alcohols by Triphenylphosphine—Carbon Tetrahalide 45
[해결책] 유기화학 해결책 (Advanced Organic Synthesis METHODS AND TECHNIQUES 1st Edition - RICHARD S. MONSON)

II. Low-Pressure Hydrogenation of Phenols over Rhodium Catalysts 40

II. Periodate-Permanganate Cleavage of Olefins 5
1. Chemical Oxidations
II. Percarboxylic Acids 153
VII. Photolytic Conversion of Cyclohexane to Cyclohexanone Oxime 11
XII. The Modified Hunsdiecker Reaction 149
VI. Base Catalyzed Rearrangement of 4-Benzoyloxycyclohexanone 131
References 188
5. Catalytic Hydrogenation

References 38

References 52
3. Dissolving Metal Reductions
X. Bisdecarboxylation with Lead Tetraacetate 14
V. Bridged Sulfides by Addition of Sulfur Dichloride to Dienes 57
CONTENTS VlI
IX. Ketalization 63

Xl. Acylation of a Cycloalkane: Remote Functionalization 147
I. Generation of Sodium Acetylide in Liquid Ammonia 121
III. Reduction of a,/MJnsaturated Ketones by Lithium-Ammonia 27

References ....................... 86
IV. Reduction of a,/9-Unsaturated Ketones in Hexamethylphosphoric Triamide . . . . 28
VIII. Ring Enlargement with Diazomethane 143
II. Reactions with Butadiene .................. 72
V. Homogeneous Catalytic Hydrogenation 43

I. Reduction by Lithium-Amine 25
III. Diphenylcyclopropenone from Commercial Dibenzyl Ketone 137
II. TheWorkup 175
References ....................... 115
순서
V. Conversion of Alkyl Chlorides to Nitriles in DMSO 140
References 30
References 16

XI. Oxidation with Selenium Dioxide 15
I. FUNCTIONAL GROUP MODIFICATIONS
IV. Cyclization with Diethyl Malonate ................ 96
I. Methylenecyclohexane by Pyrolysis of an Amine Oxide 54
17. Miscellaneous Preparations
IV. Phenylcyclopropane from Cinnamaldehyde 139
II. Acylation of Enamines ................... 81
IX. Conjugate Addition of Grignard Reagents 144
VII. Allenes from 1,1-Dihalocyclopropanes by Methyllithium 132
1 2 . Reactions of Trialkylbor anes

Carbon-Carbon Bond Formation
Subject Index 189
IV. The Reaction of Trialkylboranes with Ethyl Bromoacetate ......... 115
V. Carboxylations with Magnesium Methyl Carbonate (MMC) ......... 97
VII. Oxymercuration: A Convenient Route to Markovnikov Hydration of Olefins . . . . 60
Appendix 2. Sources of Organic Reagents 161
13. Carbenes as Intermediates
XII. Demethylation of Aryl Methyl Ethers by Boron Tribromide 66
IV. Photolytic Isomerization of 1,5-Cyclooctadiene 130
III. Isomerization of 1-Ethynylcylohexanol: Three Methods 129
III. Reduction with Iridium-Containing Catalysts 22

XI. Substitution on Ferrocene 65
다.

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