Enantioselective Hydrophosphination of Terminal Alkenyl Aza-Heteroarenes

Angew Chem Int Ed Engl. 2024 Feb 12;63(7):e202316785. doi: 10.1002/anie.202316785. Epub 2024 Jan 15.

Abstract

This paper presents a Mn(I)-catalysed methodology for the enantioselective hydrophosphination of terminal alkenyl aza-heteroarenes. The catalyst operates through H-P bond activation, enabling successful hydrophosphination of a diverse range of alkenyl-heteroarenes with high enantioselectivity. The presented protocol addresses the inherently low reactivity and the commonly encountered suboptimal enantioselectivities of these challenging substrates. As an important application we show that this method facilitates the synthesis of a non-symmetric tridentate P,N,P-containing ligand like structure in just two synthetic steps using a single catalytic system.

Keywords: Asymmetric Catalysis; Hydrophosphination; Manganese(I)-Catalysis; Terminal Alkenyl Hetereoarenes.