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Photoredox-Catalyzed Ketyl-Olefin Coupling for the Synthesis of Substituted Chromanols.

ABSTRACT: A visible light photoredox-catalyzed aldehyde olefin cyclization is reported. The method represents a formal hydroacylation of alkenes and alkynes and provides chromanol derivatives in good yields. The protocol takes advantage of the double role played by trialkylamines (NR3) which act as (i) electron donors for reducing the catalyst and (ii) proton donors to activate the substrate via a proton-coupled electron transfer.

SUBMITTER: Fava E

PROVIDER: S-EPMC5029965 | biostudies-literature | 2016 Aug

REPOSITORIES: biostudies-literature

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Photoredox-Catalyzed Ketyl-Olefin Coupling for the Synthesis of Substituted Chromanols.

Fava Eleonora E Nakajima Masaki M Nguyen Anh L P AL Rueping Magnus M

The Journal of organic chemistry 20160721 16

A visible light photoredox-catalyzed aldehyde olefin cyclization is reported. The method represents a formal hydroacylation of alkenes and alkynes and provides chromanol derivatives in good yields. The protocol takes advantage of the double role played by trialkylamines (NR3) which act as (i) electron donors for reducing the catalyst and (ii) proton donors to activate the substrate via a proton-coupled electron transfer. ...[more]

PMID: 27442851

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