Electricity-driven asymmetric bromocyclization enabled by chiral phosphate anion phase-transfer catalysis.

ABSTRACT: Electricity-driven asymmetric catalysis is an emerging powerful tool in organic synthesis. However, asymmetric induction so far has mainly relied on forming strong bonds with a chiral catalyst. Asymmetry induced by weak interactions with a chiral catalyst in an electrochemical medium remains challenging due to compatibility issues related to solvent polarity, electrolyte interference, etc. Enabled by a properly designed phase-transfer strategy, here we have achieved two efficient electricity-driven catalytic asymmetric bromocyclization processes induced by weak ion-pairing interaction. The combined use of a phase-transfer catalyst and a chiral phosphate catalyst, together with NaBr as the bromine source, constitutes the key advantages over the conventional chemical oxidation approach. Syne

SUBMITTER: Tan X 

PROVIDER: S-EPMC9870882 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature