THE STEREOSELECTIVE ALKYLATION AND CONFORMATIONAL-ANALYSIS OF 15-HEXADECANOLIDE

被引:9
作者
GRAHAM, RJ [1 ]
WEILER, L [1 ]
机构
[1] UNIV BRITISH COLUMBIA,DEPT CHEM,VANCOUVER V6T 1Y6,BC,CANADA
基金
加拿大自然科学与工程研究理事会;
关键词
D O I
10.1016/S0040-4039(00)74478-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
15-Hexadecanolide can be alkylated with 80% stereoselectivity. The stereochemistry of the major product was proven by chemical correlation with the alkylation products of cyclopentadecanone. A simple model using the [4444] conformation of cyclohexadecane is proposed to rationalize these results along with molecular mechanics calculations.
引用
收藏
页码:1027 / 1030
页数:4
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