STEREOSELECTIVE SYNTHESIS OF THE TRANS 2,4-DISUBSTITUTED BUTYROLACTONE MOIETY OF ANNONACEOUS ACETOGENINS

被引:0
|
作者
BERTRAND, P [1 ]
GESSON, JP [1 ]
机构
[1] LAB CHIM 12,URA 1468,40 AVE RECTEUR PINEAU,F-86022 POITIERS,FRANCE
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereoselective preparation of the trans 2-alkyl-4-acetonylbutyrolactone moiety present in some bioactive mono or bis-tetrahydrofuran acetogenins has been carried out from glycidol tosylate using two consecutive alkylations. The formation of a methyl pyranoside from the intermediate mixture of epimeric cyano alcohols allows control of the relative 1,3-configurations before lactonization.
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页码:889 / 890
页数:2
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