Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization
Prasad M. Kathe, Andreas Berkefeld, Ivana Fleischer*
*Eberhard Karls University Tübingen, Auf der Morgenstelle 18, 72076 Tübingen, Germany,
Email: ivana.fleischer
uni-tuebingen.de
P. M. Kathe, A. Berkefeld, I. Fleischer, Synlett, 2021, 32, 1629-1632.
DOI: 10.1055/s-0040-1706683
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Abstract
A combination of a Ni-H precatalyst and excess Brønsted acid enables a deallylation of O- and N-allyl functional groups. Key steps are a Ni-catalyzed double-bond migration of the O- and N-allyl group followed by Brønsted acid induced O/N-C bond hydrolysis. This deprotection method tolerates a broad range of functional groups.
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Key Words
deprotection of allylic ethers, nickel catalysis, isomerization
ID: J72-Y2021
