NOVEL ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS WITH 3-(1'-HYDROXYETHYL) SUBSTITUENTS - BORON REAGENT MEDIATED ALDOL REACTION OF CHIRAL IMINES AND SILYL KETENE ACETALS DERIVED FROM 3-HYDROXYBUTYRATE

被引：7

作者：

HATTORI, K ^{[1
]}

YAMAMOTO, H ^{[1
]}

机构：

[1] NAGOYA UNIV,DEPT APPL CHEM,NAGOYA 46401,JAPAN

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 11期

关键词：

D O I：

10.1016/S0960-894X(01)80951-3

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

An asymmetric reaction of chiral imines with silyl ketene acetals, prepared from (3R)-hydroxybutyrate, mediated by a boron reagent is described. The method succesSfullY affords beta-amino esters with high diastereoselectivity, which can be converted to optically pure beta-lactams. This result indicated that a formal total synthesis of (+)-thienamycin is achieved by a simple and practical procedure.

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页码：2337 / 2342

页数：6

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