Tetrazoles of manno- and rhamno-furanoses

被引:32
作者
Davis, BG
Nash, RJ
Watson, AA
Smith, C
Fleet, GWJ
机构
[1] Dyson Perrins Lab, Oxford OX1 3QY, England
[2] Univ Durham, Dept Chem, Durham DH1 3LE, England
[3] AFRC, Inst Grassland & Environm Res, Aberystwyth SY23 3EB, Dyfed, Wales
[4] Glaxo Wellcome Med Res Ctr, Stevenage SG1 2NY, Herts, England
关键词
D O I
10.1016/S0040-4020(99)00138-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of [3.3.0] bicyclic tetrazoles derived from D-manno and D-rhamnofuranose starting from D-mannose, and of L-rhamnofuranose starting from L-rhamnose is described. The key step in the formation of all three examples of this novel class of sugar mimics is an intramolecular [1,3]-dipolar cycloaddition of azide and nitrile moieties. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4501 / 4520
页数:20
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