A VERSATILE SYNTHESIS OF BETA-AMINO ACIDS USING THE NICHOLAS REACTION .1. APPLICATION TO BETA-LACTAMS OF THE CARBAPENEM CLASS

被引：25

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; CARBAPENEMS;

D O I：

10.1016/S0040-4039(00)77630-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Homochiral acetylenic acids of general structure 10, prepared using the Schreiber modification of the Nicholas reaction, have been converted to beta-amino acid derivatives of type 11 by a two step sequence involving Curtius rearrangement followed by oxidative cleavage of the acetylenic bond. Amino acid derivatives 11 are excellent precursors for beta-lactams of the carbapenem class.

引用

页码：2581 / 2584

页数：4

共 22 条

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[2]

BENALIL A, 1991, SYNTHESIS-STUTTGART, P787

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