Copper-Catalyzed Dynamic Kinetic C-P Cross-Coupling/Cyclization for the Concise Asymmetric Synthesis of Six-, Seven- and Eight-Membered P-Stereogenic Phosphorus Heterocycles

Abstract

A copper-catalyzed asymmetric aryl C-P cross-coupling/cyclization reaction was successfully developed via dynamic kinetic asymmetric transformation (DYKAT) under mild conditions. This study provides a general and simple method for the catalytic enantioselective synthesis of stable six-, seven- and eight-membered P-stereogenic phosphorus heterocycles with excellent enantioselectivities and moderate to high yields. One-pot gram-scale asymmetric synthesis of the P-stereogenic P-heterocycle from commercially available materials was also successfully accomplished with excellent enantioselectivity and high yield.

Keywords: Asymmetric Catalysis; Cyclization; C−P Cross-Coupling; Dynamic Kinetic Asymmetric Transformation; P-Stereogenic/P-Chiral/ P-Chirogenic.