AN ENANTIOSPECIFIC SYNTHESIS OF ALLOSAMIZOLINE

被引:38
作者
SIMPKINS, NS [1 ]
STOKES, S [1 ]
WHITTLE, AJ [1 ]
机构
[1] ICI AGROCHEM,JEALOTTS HILL RES STN,BRACKNELL RG12 6EY,BERKS,ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 19期
关键词
D O I
10.1039/p19920002471
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantiospecific synthesis of allosamizoline 4, the aglycone of the chitinase inhibitor allosamidin 3, has been achieved, starting from readily available glucosamine. The key step in the synthesis involves the cyclisation of a carbon-centred radical onto a suitably positioned oxime ether group, thus effectively converting a carbohydrate derivative into a highly functionalised cyclopentane.
引用
收藏
页码:2471 / 2477
页数:7
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