(CAAC)Copper Catalysis Enables Regioselective Three-Component Carboboration of Terminal Alkynes.

ABSTRACT: Cyclic(alkyl)(amino)carbene (CAAC) ligands are found to perturb regioselectivity of the copper-catalyzed carboboration of terminal alkynes, favoring the less commonly observed internal alkenylboron regiosomer through an α-selective borylcupration step. A variety of carbon electrophiles participate in the reaction, including allyl alcohols derivatives and alkyl halides. The method provides a straightforward and selective route to versatile tri-substituted alkenylboron compounds that are otherwise challenging to access.

SUBMITTER: Gao Y 

PROVIDER: S-EPMC10153597 | biostudies-literature | 2022 Jun

REPOSITORIES: biostudies-literature