Copper-Catalyzed Asymmetric Hydroboration of Cyclic Dienes

Abstract

A copper-catalyzed enantioselective hydroboration of cyclic dienes, which afford enantioenriched allylboronates, is disclosed. This reaction is catalyzed by a chiral bisphosphine–Cu complex in combination with commercially available pinacolborane as the hydroborane source. The method is applicable to 1-aryl-cyclohexadienes and 1,2-dihydropyridine derivatives, affording allylboronate products in high regio- and enantioselectivity. The obtained allylboronates serve as versatile intermediates for the synthesis of diverse chiral compounds.