STEREOCHEMISTRY OF METHYLATION OF LITHIUM ENOLATES OF 2-METHYL-4-T-BUTYLCYCLOHEXANONE

被引:49
作者
HUFF, BJL
TULLER, FN
CAINE, D
机构
[1] School of Chemistry, Georgia Institute of Technology, Atlanta
关键词
D O I
10.1021/jo01262a061
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of the lithium enolate of 4-t-butylcyclohexanone and the three lithium enolates derived from cis and trans-2-methyl-4-t-butylcyclohexanone with methyl iodide or methyl-d3 iodide in 1,2-dimethoxyethane has been investigated. In all cases, mixtures of stereoisomeric methylation products were obtained. The results have been interpreted by considering that the geometry of the transition state for the alkylation reaction closely resembles the reactants. © 1969, American Chemical Society. All rights reserved.
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页码:3070 / &
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