THE REGIOSELECTIVITY OF CYCLOADDITION REACTIONS BETWEEN DIAZOMETHANE AND 3-VINYLCEPHALOSPORINS

被引：12

作者：

FELL, SCM

PEARSON, MJ

BURTON, G

BATESON, JH

机构：

[1] SmithKline Beecham Pharmaceutical, Research Division, Betchworth, Surrey RH3 7AJ, Brockham Park

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 06期

关键词：

D O I：

10.1039/p19910001361

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diphenylmethyl (6R,7R)-7-phenylacetamido-3-vinylceph-3-em-4-carboxylate 1 undergoes regioselective addition of diazomethane to give the 1-pyrazoline 7, which readily undergoes thermolysis to give the cyclopropyl analogue 10. The regioselectivity is reversed, however, when one or more electron withdrawing ester substituents are attached to the 3-vinyl group.

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页码：1361 / 1364

页数：4

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