A novel approach towards the stereoselective synthesis of 2-azido-2-deoxy-β-D-mannosides

被引：38
|
作者：
Litjens, REJN [1 ]
Leeuwenburgh, MA [1 ]
van der Marel, GA [1 ]
van Boom, JH [1 ]
机构：
[1] Leiden Univ, Leiden Inst Chem, NL-2300 RA Leiden, Netherlands
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 49期
关键词：
beta-mannosidation; p-methoxyphenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-alpha-D-mannopyranoside; acidic polysaccharide;
D O I：
10.1016/S0040-4039(01)01880-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Low temperature mannosylation of glycosyl acceptors under the agency of S-(4-methoxyphenyl) benzenethiosulfinate (MPBT) and trifluoromethanesulfonic anhydride (Tf2O) with p-methoxyphenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-alpha -D-mannopyranoside, readily available from D-mannosamine hydrochloride, affords 2-azido-2-deoxy-D-mannosides with high beta -selectivity in good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：8693 / 8696
页数：4
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