Reactions of α-aryl carbonyl compounds with lithium ester enolates

This report describes the synthesis of β-hydroxy esters in good yields by reaction of α-aryl substituted ketones and phenylethanal with lithium methyl acetate and derivatives as anionoid reagents. The incomplete substrate conversion is ascribed to the enolate formation of the α-aryl carbonyl compoun...

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Bibliographic Details
Published inCanadian journal of chemistry Vol. 62; no. 11; pp. 2202 - 2205
Main Authors Veen, Reinhout H. Van Der, Geenevasen, Jan A. J, Cerfontain, Hans
Format Journal Article
LanguageEnglish
Published Ottawa, Canada NRC Research Press 01.11.1984
National Research Council of Canada
Subjects
Alicyclic compounds
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
Ester
Lithium Organic compounds
Bicyclic compound
Benzenic compound
Aromatic compound
Ketone
Enolate
Monocyclic compound
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Summary:This report describes the synthesis of β-hydroxy esters in good yields by reaction of α-aryl substituted ketones and phenylethanal with lithium methyl acetate and derivatives as anionoid reagents. The incomplete substrate conversion is ascribed to the enolate formation of the α-aryl carbonyl compounds, which concurrent reaction is negligibly small with aliphatic carbonyl compounds. The conversion of β-tetralone with lithium methyl acetate has been examined in some detail.
ISSN:0008-4042
1480-3291
DOI:10.1139/v84-376