Synthesis of α-Quaternary Formimides and Aldehydes through Umpolung Asymmetric Copper Catalysis with Isocyanides.
Kentaro HojohHirohisa OhmiyaMasaya SawamuraPublished in: Journal of the American Chemical Society (2017)
A highly regio- and enantioselective copper-catalyzed three-component coupling of isocyanides, hydrosilanes, and γ,γ-disubstituted allylic phosphates/chlorides to afford chiral α-quaternary formimides was enabled by the combined use of our original chiral naphthol-carbene ligand as a functional Cu-supporting ligand and LiOtBu as a stoichiometric Lewis base for Si. The formimides were readily converted to α-quaternary aldehydes.