A VERSATILE SYNTHESIS OF BETA-AMINO ACIDS USING THE NICHOLAS REACTION .2. FORMAL TOTAL SYNTHESIS OF THIENAMYCIN

被引：21

作者：

JACOBI, PA

ZHENG, WJ

机构：

[1] Hall-Atwater Laboratories, Wesleyan University, Middletown

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 16期

关键词：

NICHOLAS REACTION; ACETYLENIC ACIDS; BETA-AMINO ACIDS; BETA-LACTAM ANTIBIOTICS; THIENAMYCIN;

D O I：

10.1016/S0040-4039(00)77631-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Homochiral acetylenic acid 26, prepared using the Schreiber modification of the Nicholas reaction, has been converted to beta-amino acid derivative 28 by a two step sequence involving Curtius rearrangement followed by oxidative cleavage of the acetylenic bond. Amino acid derivative 28 was then converted to thienamycin (12) precursor 30 by cyclization with DCC followed by epimerization.

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页码：2585 / 2588

页数：4

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