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Tris(pentafluorophenyl)borane-Promoted Stereoselective Glycosylation with Glycosyl Trichloroacetimidates under Mild Conditions
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-03-14 00:00:00 , DOI: 10.1021/acs.joc.8b00215
Kunj Bihari Mishra 1 , Adesh Kumar Singh 1 , Jeyakumar Kandasamy 1
Affiliation  

Tris(pentafluorophenyl)borane-promoted stereoselective glycosylation with trichloroacetimidate glycosyl donors is described. The reactions proceed efficiently with a wide range of acceptors, from sugar to nonsugar, under mild conditions in the presence of a catalytic amount of B(C6F5)3. The perbenzylated glucosyl α-imidate provides β-selective glycosides in 70–92% yields.

中文翻译:

在温和条件下,三(五氟苯基)硼烷促进的糖基三氯乙酰胺酸酯的立体选择性糖基化

描述了用三氯乙酰亚胺酸酯糖基供体的三(五氟苯基)硼烷促进的立体选择性糖基化。在催化量的B(C 6 F 53存在下,在温和条件下,反应可利用各种受体(从糖到非糖)有效地进行。过苄基化的葡萄糖基α-亚氨酸酯以70-92%的产率提供β-选择性糖苷。
更新日期:2018-03-14
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