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溴二甲锍溴化物/三氟甲磺酸银促进的糖基烯基酯作为供体的糖苷化反应。

Bromodimethylsulfonium bromide/silver triflate-promoted glycosylations using glycosyl allenoates as donors.

机构信息

Key Laboratory of Marine Medicine, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003 Shandong, China.

出版信息

Carbohydr Res. 2013 Nov 15;381:101-11. doi: 10.1016/j.carres.2013.08.005. Epub 2013 Aug 19.

Abstract

A series of novel glycosyl allenoates were prepared by condensions of hemiacetals with 3,3-dimethyl-4,5-allenoic acid. Their glycosylations with various alcohols under the promotion of bromodimethylsulfonium bromide/silver triflate smoothly proceeded to produce disaccharides. Studies reveal that allenic group is crucial for the efficient glylcosylation of glycosyl allenoate.

摘要

通过半缩醛与 3,3-二甲基-4,5-烯酸的缩合反应,制备了一系列新型的糖基烯丙酯。在溴二甲亚砜/三氟甲磺酸银的促进下,它们与各种醇的糖苷化反应顺利进行,生成二糖。研究表明,烯丙基对于糖基烯丙酯的高效糖苷化反应至关重要。

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