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钌催化从缩水甘油醛合成2,3-不饱和碳苷。

Ruthenium catalyzed synthesis of 2,3-unsaturated C-glycosides from glycals.

作者信息

Srinivas Batthula, Reddy Thurpu Raghavender, Kashyap Sudhir

机构信息

D-207, Discovery Laboratory, Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.

D-207, Discovery Laboratory, Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.

出版信息

Carbohydr Res. 2015 Apr 10;406:86-92. doi: 10.1016/j.carres.2015.01.009. Epub 2015 Jan 29.

DOI:10.1016/j.carres.2015.01.009
PMID:25681998
Abstract

A highly efficient and convenient C-glycosylation method was developed using ruthenium(III) chloride for the synthesis of 2,3-unsaturated C-glycosides. Various nucleophiles such as allyl trimethylsilane, triethylsilane, trimethylsilyl cyanide, trimethylsilyl azide and heterocycles such as thiophene and furan reacted smoothly with glycals in the presence of catalytic amount of ruthenium trichloride under mild reaction conditions.

摘要

开发了一种高效便捷的C-糖基化方法,该方法使用三氯化钌来合成2,3-不饱和C-糖苷。在温和的反应条件下,各种亲核试剂,如烯丙基三甲基硅烷、三乙基硅烷、三甲基硅基氰化物、三甲基硅基叠氮化物,以及噻吩和呋喃等杂环化合物,在催化量的三氯化钌存在下与糖烯顺利反应。

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