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.
引用
收藏
页码:1265 / 1272
页数:8
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