Palladium(II)-catalyzed transfer vinylation of protected monosaccharides

被引：50

作者：

Handerson, S ^{[1
]}

Schlaf, M ^{[1
]}

机构：

[1] Univ Guelph, Guelph Waterloo Ctr Grad Work Chem, Dept Chem & Biochem, Guelph, ON N1G 2W1, Canada

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 03期

关键词：

D O I：

10.1021/ol017104e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for the catalytic vinylation of protected monosaccharides bearing a single free hydroxyl function has been developed. Reaction of representative primary, secondary, and anomeric sugar hydroxyl functions with butyl vinyl ether as the reactant and solvent and (phen)Pd-(OAc)(2) (phen = 1,10-phenanthroline ligand) as the catalyst gives the corresponding vinylated sugar products in 36-79% yield. The catalyst requires the presence of traces of oxygen in the reaction mixture to prevent decomposition to Pd(0).

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页码：407 / 409

页数：3

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