Visible-light mediated catalytic asymmetric radical deuteration at non-benzylic positions.

ABSTRACT: Site- and enantioselective incorporation of deuterium into organic compounds is of broad interest in organic synthesis, especially within the pharmaceutical industry. While catalytic approaches relying on two-electron reaction manifolds have allowed for stereoselective delivery of a formal deuteride (D^-) or deuteron (D⁺) at benzylic positions, complementary strategies that make use of one-electron deuterium atom transfer and target non-benzylic positions remain elusive. Here we report a photochemical approach for asymmetric radical deuteration by utilizing readily available peptide- or sugar-derived thiols as the catalyst and inexpensive deuterium oxide as the deuterium source. This metal-free platform enables four types of deuterofunctionalization reactions of exocyc

SUBMITTER: Shi Q 

PROVIDER: S-EPMC9343372 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature