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



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.


Supplementary material

Supporting Information
experimental procedures, characterization data for new compounds, copies of NMR spectra
NMR Data
NMR data in MNova format