SYNTHESIS OF (E)-OLEFIN DIPEPTIDE ISOSTERES

被引：20

作者：

MCKINNEY, JA

EPPLEY, DF

KEENAN, RM

机构：

[1] Department of Medicinal Chemistry, SmithKline Beecham Pharmaceuticals, King of Prussia, PA 19406

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 33期

关键词：

D O I：

10.1016/0040-4039(94)88055-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A route to the synthesis of (E)-olefin dipeptide isosteres is reported. The key step involves an orthoester Claisen rearrangement of an allylic alcohol derived from commercially available amino acids. Chirality transfer from the alcohol center to the newly formed carbon-carbon bond provides a stereocontrolled introduction of the C-terminal aspartic acid ''side chain'' of the isosteres.

引用

页码：5985 / 5988

页数：4

共 18 条

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