三(五氟苯基)硼烷促进的温和条件下的糖基三氯乙酰亚胺酯的立体选择性糖苷化反应。
Tris(pentafluorophenyl)borane-Promoted Stereoselective Glycosylation with Glycosyl Trichloroacetimidates under Mild Conditions.
机构信息
Department of Chemistry , Indian Institute of Technology (BHU) , Varanasi , Uttar Pradesh 221005 , India.
出版信息
J Org Chem. 2018 Apr 6;83(7):4204-4212. doi: 10.1021/acs.joc.8b00215. Epub 2018 Mar 19.
PMID:29536731
Abstract
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(CF). The perbenzylated glucosyl α-imidate provides β-selective glycosides in 70-92% yields.
摘要
三（五氟苯基）硼烷促进的三氯乙酰亚胺基糖基供体的立体选择性糖苷化反应被描述。在催化量的 B(CF)存在下，反应在温和条件下高效进行，具有广泛的接受体范围，从糖到非糖。全苄基化的葡萄糖基 α-亚氨化物以 70-92%的产率提供β选择性糖苷。
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