Formal enantioconvergent substitution of alkyl halides via catalytic asymmetric photoredox radical coupling.

ABSTRACT: Classic nucleophilic substitution reactions (S_N1 and S_N2) are not generally amenable to the enantioselective variants that use simple and racemic alkyl halide electrophiles. The merging of transition metal catalysis and radical chemistry with organometallic nucleophiles is a versatile method for addressing this limitation. Here, we report that visible light-driven catalytic asymmetric photoredox radical coupling can act as a complementary and generic strategy for the enantioconvergent formal substitution of alkyl haldies with readily available and bench-stable organic molecules. Single-electron reductive debrominations of racemic α-bromoketones generate achiral alkyl radicals that can participate in asymmetric C_sp3-C_sp3 bonds forming cross-coupli

SUBMITTER: Li J 

PROVIDER: S-EPMC6015005 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature