Synthesis of thio- and selenoglycosides by cleavage of dichalconides in the presence of zinc/zinc chloride and reaction with glycosyl bromides

被引：50
|
作者：
Mukherjee, C [1 ]
Tiwari, P [1 ]
Misra, AK [1 ]
机构：
[1] Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 04期
关键词：
carbohydrate; cleavage reactions; thioglycosides; selenoglycosides; organometallics;
D O I：
10.1016/j.tetlet.2005.11.074
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A convenient odorless methodology has been devised for the preparation of 1,2-trans-thio- and selenoglycosides through zinc-mediated cleavage of disulfides and diselenides and reaction of the thiolate and selenides formed in situ with glycosyl bromides. The yields were excellent in all cases. (c) 2005 Elsevier Ltd. All rights reserved.
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页码：441 / 445
页数：5
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