Diastereoselective Alkylation of Activated Nitrogen Heterocycles with Alkenyl Boronate Complexes

Abstract

AbstractAlkenyl boronate complexes react with acylated quinolines and isoquinolines via 1,2‐metalate rearrangement to give alkylated, dearomatized heterocycles in good yields, diastereoselectivities, and regioselectivities. This multi‐component coupling is highly modular and can be used to access a wide scope of heterocyclic scaffolds. Chiral boronic esters made through this methodology possess high synthetic potential and can be transformed into various functional groups in one step without racemization.