Oxidative Heck Reaction of Glycals and Aryl Hydrazines: A Palladium-Catalyzed C-Glycosylation

被引：88

作者：

Bai, Yaguang ^{[1
]}

Kim, Le Mai Hoang ^{[1
]}

Liao, Hongze ^{[1
]}

Liu, Xue-Wei ^{[1
]}

机构：

[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637371, Singapore

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 17期

关键词：

CROSS-COUPLING REACTIONS; STEREOSELECTIVE-SYNTHESIS; ARYLBORONIC ACIDS; FACILE SYNTHESIS; ORGANIC HALIDES; CARBON-NITROGEN; GLYCOSIDES; DERIVATIVES; SALTS;

D O I：

10.1021/jo401032r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient Heck-type C-glycosylation of glycals via the C-N bond cleavage of aryl hydrazines has been developed. The flexibility of the reaction was tested by the substrate scope, consisting of glycals from different carbohydrate origins as well as aryl hydrazines with various substituents. Pure alpha-C-glycosides were obtained when (3R)-glycals were employed, whereas alpha,beta mixtures were observed with (3S)-glycals.

引用

页码：8821 / 8825

页数：5

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