Palladium(0)-mediated synthesis of acetylated unsaturated 1,4-disaccharides

被引:13
作者
Frappa, I
Kryczka, B
Lhoste, P
Porwanski, S
Sinou, D
Zawisza, A
机构
[1] Univ Lyon 1, CPE Lyon, CNRS, Lab Synthese Asymetr, F-69622 Villeurbanne, France
[2] Univ Lodz, Inst Organ & Appl Chem, PL-90136 Lodz, Poland
关键词
D O I
10.1080/07328309808001888
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Alkylation of ethyl 6-O-tert-butyldiphenylsilyl-4-O-methoxycarbonyl-2,3-dideoxy alpha-D-erythro-hex-2-enopyranoside (1) with various peracetylated 1-hydroxy sugars in the presence of a catalytic amount of palladium(0) gave the corresponding unsaturated 1,4-disaccharides and trisaccharides. In all cases the reaction is regio- and stereospecific according to the unsaturated moiety, alkylation occuring only at C-4 of the unsaturated carbohydrate, with overall retention of configuration.
引用
收藏
页码:1117 / 1130
页数:14
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