CHEMISTRY OF CEPHEMS - C-4 SUBSTITUTION AND SULFOXIDE DE-OXYGENATION REACTIONS

被引：5

作者：

BREMNER, DH

RINGAN, NS

机构：

[1] Dundee Institute of Technology, Dundee, DD1 1HG, Bell St.

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1991年 / 05期

关键词：

D O I：

10.1039/p19910001265

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The anion derived from ceph-3-em esters adds readily to Michael acceptors to give C-4 disubstituted ceph-2-ems. Oxidation of a typical adduct, such as the 4-cyanoethyl-4-diphenylmethyl ester, followed by ester hydrolysis and decarboxylation, gives the 4-cyanoethylceph-3-em sulphoxide which is easily reduced to the sulphide. Furthermore, zinc-acetic acid in DMF (dimethylformamide) is found to be an effective, mild reagent for the de-oxygenation of ceph-2-em sulphoxides.

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页码：1265 / 1272

页数：8

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