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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, Bao‐Ming Ji

2021Organic Letters22 citationsDOI

Abstract

A brief, efficient method has been developed for the removal of the allyl protecting group from allyl carboxylic esters using a Co(II)/TBHP/(Me2SiH)2O catalytic system. This facile strategy displays excellent chemoselectivity, functional group tolerance, and high yields. This transformation probably occurs through the hydrogen atom transfer process, and a Co(III)–six-membered cyclic intermediate is recommended.

Topics & Concepts

ChemistryChemoselectivityCatalysisCobaltHydrogen atomFunctional groupHydrogenGroup (periodic table)Combinatorial chemistryMedicinal chemistryOrganic chemistryPolymerAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsChemical Synthesis and Reactions
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