POLYHYDROXYLATED PIPERIDINES AND AZEPANES FROM D-MANNITOL - SYNTHESIS OF 1-DEOXYNOJIRIMYCIN AND ANALOGS

被引：95

作者：

POITOUT, L

LEMERRER, Y

DEPEZAY, JC

机构：

[1] Université René Descartes. Laboratoire de Chimie et Biochimie Pharmacologiques, Toxicologiques associé au CNRS, 75270 Paris cedex 06, 45, rue des Saints-Pères

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 20期

关键词：

D-MANNITOL; PIPERIDINE; AZEPANE; 1-DEOXYNOJIRIMYCIN; 1,5-DIDEOXY-1,5-IMINO-L-GULITOL; BETA-GLYCOSIDASE INHIBITOR;

D O I：

10.1016/S0040-4039(00)76888-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

D-mannitol and L-iditol bis-epoxides, easily obtained from D-mannitol, are convenient substrates for the synthesis of polyhydroxylated piperidines and azepanes, via a nucleophilic opening of one epoxy function followed by a spontaneous intramolecular ring closure. Using this strategy 1-deoxynojirimycin and analogues were prepared.

引用

页码：3293 / 3296

页数：4

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