Cobalt-Catalyzed Deprotection of Allyl Carboxylic Esters Induced by Hydrogen Atom Transfer

Nan Li*, Yizhen Gui, Mengqi Chu, Mengdi You, Xiaohan Qiu, Hejia Liu, Shiang Wang, Meng Deng* and Baoming Ji*

*Luoyang Normal University, Luoyang, Henan 471934, People’s Republic of China, Email: nancytsce163.com, dmeng1987163.com, lyhxxjbm126.com

N. Li, Y. Gui, M. Chu, M. You, X. Qiu, H. Liu, S. Wang, M. Deng, B. Ji, Org. Lett., 2021, 23, 8460-8464.

DOI: 10.1021/acs.orglett.1c03185

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Abstract

The combination of Co(II)/TBHP/(Me₂SiH)₂O mediates an efficient removal of the allyl protecting group from allyl carboxylic esters. This catalytic system offers excellent chemoselectivity, functional group tolerance, and high yields.

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proposed mechanism

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Key Words

cleavage of esters, silanes

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ID: J54-Y2021