A convenient synthesis of pyranosyl-1-carbaldoximes

被引:8
作者
Baker, KWJ [1 ]
Gibb, A [1 ]
March, AR [1 ]
Parsons, S [1 ]
Paton, RM [1 ]
机构
[1] Univ Edinburgh, Dept Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
基金
英国工程与自然科学研究理事会;
关键词
C-glycosides; pyranosylcarbaldoximes; pyranosylnitromethanes; X-ray crystallography;
D O I
10.1081/SCC-120018932
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple high-yielding procedure is described for the preparation of tri-O-acetyl-beta-L-fucopyranosylformaldoxime (1) involving stannate(II)-mediated reduction of the readily accessible tri-O-acetyl-beta-L-fucopyranosylnitromethane (3). The D-mannosyl, D-glucosyl, D-galactosyl, and D-xylosyl analogues 7-12 were prepared similarly. The structure of tetra-O-acetyl-beta-D-mannopyranosylformaldoxime (7) was determined by X-ray crystallography.
引用
收藏
页码:1707 / 1715
页数:9
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