A mild and efficient method for the selective cleavage of primary p-methoxybenzyl protecting group of saccharides by Co2(CO)8–Me2PhSiH–CO system

Peng-Zhan Qian,Wang Yao,Lu-Bai Huang,Xiang-Bao Meng,Zhong-Jun Li

doi:10.1016/j.tetlet.2015.07.051

A mild and efficient method for the selective cleavage of primary p-methoxybenzyl protecting group of saccharides by Co2(CO)8–Me2PhSiH–CO system

Peng-Zhan Qian, Wang Yao + Show 3 more

https://doi.org/10.1016/j.tetlet.2015.07.051

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Journal: Tetrahedron Letters	Publication Date: Jul 21, 2015
Citations: 7

Affiliation: Peking University, Jiangxi Normal University

#Sulfur-containing Group #P-methoxybenzyl + Show 8 more

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Abstract

A mild and efficient method to selectively cleave p-methoxybenzyl (PMB) ether with a catalytic amount of Co2(CO)8, hydrosilane and CO (1atm) is presented. The cleavage reaction shows regioselectivity to primary O-PMB of a variety of permethoxybenzylated saccharides and chemoselectivity to O-Bn, sulfur-containing group and common ester protecting groups.

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