Aldehydes and ketones as dipolarophiles: application to the synthesis of oxapenams

被引：14

作者：

Andrews, MD

Brown, GA

Charmant, JPH

Peakman, TM

Rebello, A

Walsh, KE

Gallagher, T ^{[1
]}

Hales, NJ

机构：

[1] Zeneca Pharmaceut, Macclesfield SK10 4TG, Cheshire, England

[2] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

来源：

CHEMICAL COMMUNICATIONS | 1999年 / 03期

关键词：

D O I：

10.1039/a808688e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

2-Substituted (6a-e) and 2, 2-disubstituted oxapenams (6f-g) are obtained in one step by thermolysis of the beta-lactam-based oxazolidinone 4 in the presence of aldehydes and reactive ketones respectively; the C(6)-substituted oxazolidinone variant 7 reacts with hexafluoroacetone to give the enantiomerically pure oxapenam 8.

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收藏

页码：249 / 250

页数：2

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