An asymmetric sp³-sp³ cross-electrophile coupling using 'ene'-reductases.

ABSTRACT: The catalytic asymmetric construction of Csp³-Csp³ bonds remains one of the foremost challenges in organic synthesis¹. Metal-catalysed cross-electrophile couplings (XECs) have emerged as a powerful tool for C-C bond formation^2-5. However, coupling two distinct Csp³ electrophiles with high cross-selectivity and stereoselectivity continues as an unmet challenge. Here we report a highly chemoselective and enantioselective Csp³-Csp³ XEC between alkyl halides and nitroalkanes catalysed by flavin-dependent 'ene'-reductases (EREDs). Photoexcitation of the enzyme-templated charge-transfer complex between an alkyl halide and a flavin cofactor enables the chemoselective reduction of alkyl halide over the thermodynamically f

SUBMITTER: Fu H 

PROVIDER: S-EPMC10157439 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature