The Borono–Strecker Reaction: Synthesis of α-Aminoboronates via a Multicomponent Reaction of Carbonyl Compounds, Amines, and B₂pin₂

Abstract

We report the first Borono-Strecker reaction, a multicomponent reaction for the synthesis of α-aminoboronic acid derivatives from readily available carbonyl compounds, amines, and B₂pin₂. Diverse α-aminoboronates, including aryl-substituted and tertiary examples, were synthesized in moderate to high isolated yields. Compounds were prepared bearing <i>N</i>-(2-pyridyl) groups, which form five-membered rings via N-B coordination, as well as systems bearing noncoordinating <i>N</i>-aryl groups, the latter being isolated and fully characterized for the first time.