Highly functionalized cyclopentanes from meso bicyclic hydrazines. A rapid access to mannosidase inhibitors

被引:21
作者
Bournaud, C
Robic, D
Bonin, M
Micouin, L
机构
[1] Univ Paris 05, Fac Sci Pharmaceut & Biol, F-75270 Paris, France
[2] CNRS, UMR 8638, Chim Therapeut Lab, F-75270 Paris, France
[3] CNRS, UMR 8015, Cristallog Lab, F-75270 Paris, France
[4] CNRS, UMR 8015, RMN Biol, F-75270 Paris, France
关键词
D O I
10.1021/jo047778d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple diastereoselective access to amino- and hydrazinocyclopentitols is described. The key step involves a cationic rearrangement of a meso bicyclic hydrazine, followed by two successive stereoselective hydroxylations. Both racemic compounds are micromolar alpha-mannosidase (Jack bean) inhibitors.
引用
收藏
页码:3316 / 3317
页数:2
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