Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization

This report discloses the deallylation of O- and N-allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O- or N-allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.

Automated summary

The report discusses the deallylation of O- and N-allyl functional groups using a combination of Ni-H precatalyst and excess Bronsted acid. Key steps include isomerization of the allyl group through Ni-catalyzed double-bond migration and subsequent O/N-C bond hydrolysis induced by Bronsted acid. The protocol is tolerant to various functional groups, demonstrating its synthetic value.