Radical Cation Cycloadditions Using Cleavable Redox Auxiliaries.

ABSTRACT: The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach constitutes a novel oxidative "redox auxiliary" strategy that offers a practical means to circumvent a fundamental thermodynamic limitation facing photoredox reactions.

SUBMITTER: Lin S 

PROVIDER: S-EPMC5287351 | biostudies-literature | 2017 Jan

REPOSITORIES: biostudies-literature