Imino glycals in synthesis:: Preparation of novel deoxymannojirimycin analogues

被引:0
|
作者
Désiré, J [1 ]
Shipman, M [1 ]
机构
[1] Univ Exeter, Sch Chem, Exeter EX4 4QD, Devon, England
关键词
carbohydrates; piperidines; stereoselective synthesis; imino glycals; glycosidases;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of imino glucal 2 from tetra-O-benzyl-D-glucopyranose in 7 steps is described. This imino sugar building block is converted into conformationally constrained deoxymannojirimycin analogue (+)-9 by means of a stereocontrolled cyclopropanation followed by a two step deprotection sequence. Regioselective fission of the cyclopropane ring prior to deprotection provides access to related analogue (+)-11.
引用
收藏
页码:1332 / 1334
页数:3
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