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Table Of Contents

I. 3,6-Diphenyl-4,5-cyclohexenedicarboxylic Anhydride
3,6-DlPHENYL-4,5-CYCLOHEXENEDICARBOXYLIC ANHYDRIDE (2)
II. Reactions with Butadiene
III. Catalysis by Aluminum Chloride
IV. GENERATION OF DIENES FROM DIONES 75
IV. Generation of Dienes from Diones
V. Reactions with Cyclopentadiene
I. Preparation of the Morpholine Enamine of Cyclohexanone
II. Acylation of Enamines
III. Enamines as Michael Addition Reagents
IV. REACTIONS OF ENAMINES WITH P-PROPIOLACTONE 83
IV. Reactions of Enamines with p-Propiolactone
V. Reactions of Enamines with Acrolein
I. Ketones as Enolates: Carbethoxylation of Cyclic Ketones
II. Esters as Enolates: 1,4-Cyclohexanedione and Meerwein's Ester
III. Methylsulfinyl Carbanion as a Route to Methyl Ketones
IV. Cyclization with Diethyl Malonate
V. Carboxylations with Magnesium Methyl Carbonate (MMC)
VI. Alkylation of (S-Ketoesters
VII. THE ROBINSON ANNELATION REACTION 101
VLl. The Robinson Annelation Reaction
I. Benzyl-Containing Ylides
II. ALKYL YLIDES REQUIRING n-BUTYL LITHIUM 105
II. Alkyl Ylides Requiring /i-Butyl Lithium
III. Methylsulfinyl Carbanion in the Generation of Ylides
IV. WITTIG REACTION CATALYZED BY ETHYLENE OXIDE 107
IV. The Wittig Reaction Catalyzed by Ethylene Oxide
V. Cyclopropylidene Derivatives via the Wittig Reaction
II. Dialkylketones from Trialkylboranes and Carbon Monoxide-Water
III. The Reaction of Trialkylboranes with Methyl Vinyl Ketone and Acrolein
IV. The Reaction of Trialkylboranes with Ethyl Bromoacetate
I. Carbene Addition by the Zinc-Copper Couple
H. Dibromocarbenes
III. Dihalocarbenes from Phenyl(trihalomethyl)mercury Compounds
I. Generation of Sodium Acetylide in Liquid Ammonia
II. The Generation of Sodium Acetylide in Tetrahydrofuran
III. The Generation of Sodium Acetylide via Dimsylsodium
I. Acid Catalyzed Rearrangement of Saturated Hydrocarbons
II. PHOTOLYTIC RING CONTRACTION 127
II. Photolytic Ring Contraction
HI. Isomerization of 1-Ethynylcyclohexanol: Three Methods
VI. Base Catalyzed Rearrangement of 4-Benzoyloxycyclohexanone
VII. Allenes from 1,1-Dihalocyclopropanes by Methy !lithium
REFERENCES
I. Carboxylation of Carbonium Ions
II. Paracyclophane via a 1,6-Hofmann Elimination
III. Diphenylcyclopropenone from Commercial Dibenzyl Ketone
IV. PHENYLCYCLOPROPANE FROM CINNAMALDEHYDE 139
IV. Phenylcyclopropane from Cinnamaldehyde
V. Conversion of Alkyl Chlorides to Nitriles in DMSO
VI. PHOTOLYTIC ADDITION OF FORMAMIDE TO OLEFINS 141
VI. Photolytic Addition of Formamide to Olefins
VII. Intermolecular Dehydrohalogenation
VIII. RING ENLARGEMENT WITH DIAZOMETHANE 143
VIII. Ring Enlargement with Diazomethane
IX. Conjugate Addition of Grignard Reagents
X. Dimethyloxosulfonium Methylide in Methylene Insertions
XI. Acylation of a Cycloalkane: Remote Functionalization
XII. THE MODIFIED HUNSDIECKER REACTION 149
XII. The Modified Hunsdiecker Reaction
I. Derivatives of Adamantane
II. Percarboxylic Acids
III. Diazomethane
IV. Trichloroisocyanuric Acid
I. The Reaction
II. TheWorkup
III. Purification of the Product
Subject Index
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Advanced Organic Synthesis 1971 Monson

Advanced Organic Synthesis 1971 Monson

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Published by: rrivera7396 on Sep 07, 2010
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