NEW ROUTE TO PYROGLUTAMATES VIA ALPHA-CHLORO AMIDE RADICAL CYCLIZATION

被引:30
作者
GOODALL, K [1 ]
PARSONS, AF [1 ]
机构
[1] UNIV YORK,DEPT CHEM,YORK YO1 5DD,N YORKSHIRE,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1994年 / 22期
关键词
D O I
10.1039/p19940003257
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The tributyltin hydride mediated radical cyclisation of N-(alpha-chloroacetamido)dehydroalanine derivatives prepared from serine proceeds regioselectively to give pyroglutamates in 47-74% yield-the cyclisation of the intermediate carbamoylmethyl radical proceeds in a 'disfavoured' 5-endo-trig manner.
引用
收藏
页码:3257 / 3259
页数:3
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