Nickel-Catalyzed Asymmetric Synthesis of P-Stereogenic Phosphanyl Hydrazine Building Blocks

Angew Chem Int Ed Engl. 2023 Nov 13;62(46):e202313112. doi: 10.1002/anie.202313112. Epub 2023 Oct 12.

Abstract

Catalytic asymmetric methods for the synthesis of synthetically versatile P-stereogenic building blocks offer an efficient and practical approach for the diversity-oriented preparation of P-chiral phosphorus compounds. Herein, we report the first nickel-catalyzed synthesis of P-stereogenic secondary aminophosphine-boranes by the asymmetric addition of primary phosphines to azo compounds. We further demonstrate that the P-H and P-N bonds on these phosphanyl hydrazine building blocks can be reacted sequentially and stereospecifically to access various P-stereogenic compounds with structural diversity.

Keywords: Asymmetric Catalysis; Building Block; P-Stereogenic Aminophosphines; Phosphorus; Pincer Nickel Complex.