A norbornyl route to azasugars: stereoselective synthesis of isofagomine analogues

被引:21
作者
Mehta, G [1 ]
Mohal, N [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
carbohydrate mimetics; enzyme inhibitors; piperidines; osmylation;
D O I
10.1016/S0040-4039(00)00896-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereoselective synthesis of new isofagomine analogues has been achieved from a suitably functionalized cyclopentene intermediate extracted from the norbornyl framework. Double reductive amination or inter- and intramolecular N-alkylations are the key steps in constructing the piperidine ring. Isofagomine derivatives exhibit moderate inhibitory activity in enzyme assays. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5747 / 5751
页数:5
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