A new and short synthesis of naturally occurring 1-deoxy-L-gulonojirimycin from tri-O-benzyl-D-glucal

被引：12

作者：

Ganesan, Muthupandian ^{[1
]}

Ramesh, Namakkal G. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, New Delhi 110016, India

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 42期

关键词：

L-Azasugars; 1-Deoxy-L-gulonojirimycin; Regioselective cyclization; Glycosidase inhibitors; L-DEOXYMANNOJIRIMYCIN; ALDOL ADDITIONS; AZASUGARS; INHIBITION; 1-DEOXYGALACTONOJIRIMYCIN; 1-DEOXYNOJIRIMYCIN; ISOMERIZATION; NOJIRIMYCIN; IMINOSUGARS; CHEMISTRY;

D O I：

10.1016/j.tetlet.2010.08.049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and short synthesis of naturally occurring 1-deoxy-L-gulonojirimycin from tri-O-benzyl-o-glucal, via a regioselective intramolecular cyclization of an amino triol intermediate, is described. Its absolute configuration was deduced from the single crystal X-ray analysis of compound 11. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：5574 / 5576

页数：3

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