THE STEREOSELECTIVE SYNTHESIS OF (E)-ALKENE DIPEPTIDE ISOSTERES

被引：18

作者：

YONG, YF ^{[1
]}

LIPTON, MA ^{[1
]}

机构：

[1] PURDUE UNIV,DEPT CHEM,W LAFAYETTE,IN 47907

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 12期

关键词：

D O I：

10.1016/S0960-894X(01)80783-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A diastereo- and enantio- selective synthesis of the (E)-alkene dipeptide isostere of L-Ala-L-Ala from L-alanine has been developed which proceeds via stereocontrolled addition of a (Z)-vinyllithium reagent followed by a [2,3]-Wittig rearrangement. The synthesis proceeds in seven steps overall from L-alanine methyl ester. It is believed that this approach will provide a fairly general and convenient route to isosteres of a number of different dipeptides.

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页码：2879 / 2882

页数：4

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