FLUOROOLEFIN DIPEPTIDE ISOSTERES .2. ENANTIOSELECTIVE SYNTHESIS OF BOTH ANTIPODES OF THE PHE-GLY DIPEPTIDE MIMIC

被引：122

作者：

ALLMENDINGER, T ^{[1
]}

FELDER, E ^{[1
]}

HUNGERBUHLER, E ^{[1
]}

机构：

[1] CIBA GEIGY AG,DIV PHARMACEUT,CH-4002 BASEL,SWITZERLAND

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 50期

关键词：

D O I：

10.1016/S0040-4039(00)88549-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of optically active ester enolatas to α-fluoro-α,β-unsaturated aldehydes and formal SN2′ substitution of an allylic hydroxyl group thus formed by a trichloro-acetamido group via Overman rearrangement constitutes a new general route to fluoroofefin dipeptide isosteres in enantiomerically pure form. This methodology was applied for the preparation of both enantiomars of the Phe...(CFCH)Gly dipeptide mimic which were further elongated to substance P analogues. © 1990.

引用

页码：7301 / 7304

页数：4

共 18 条

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