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通过 Co2(CO)8-Et3SiH-CO 试剂体系实现糖的区域选择性脱苄基反应的高效温和方法。

Highly efficient and mild method for regioselective de-O-benzylation of saccharides by Co2(CO)8-Et3SiH-CO reagent system.

机构信息

The State Key Laboratory of Natural and Biomimetic of Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. China.

出版信息

Org Lett. 2010 Feb 5;12(3):536-9. doi: 10.1021/ol902717y.

Abstract

A highly efficient and mild method for the de-O-benzylation of protected saccharides was developed by transforming terminal benzyl ethers into silyl ethers using Co(2)(CO)(8)-Et(3)SiH under 1 atm of CO. The method was successfully used for the de-O-benzylation of perbenzylated monosaccharides with various anomeric protecting groups, as well as natural disaccharides and trisaccharides such as sucrose, raffinose, and melezitose in good yields (>80%).

摘要

发展了一种高效温和的脱保护基方法,通过使用 Co(2)(CO)(8)-Et(3)SiH 在 1 个大气压的 CO 下将末端苄基醚转化为硅醚,从而将保护的糖脱去苄基。该方法成功地用于各种糖环上保护基的全苄基化单糖、天然二糖和三糖如蔗糖、棉子糖和蜜二糖的脱保护基,产率高(>80%)。

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