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

Yanli Li, Xiao Jin, Peng Liu, Haijuan Zhang, Xiuling Yu, Yanjuan Liu, Baixue Liu, Wenqiang Yang

2022Angewandte Chemie International Edition59 citationsDOI

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.

Topics & Concepts

StereocenterEnantioselective synthesisCatalysisYield (engineering)ChemistryPhosphorusArylCopperCombinatorial chemistryStereochemistryOrganic chemistryMaterials scienceAlkylMetallurgySynthetic Organic Chemistry MethodsAsymmetric Hydrogenation and CatalysisOrganophosphorus compounds synthesis
Copper‐Catalyzed Dynamic Kinetic C−P Cross‐Coupling/Cyclization for the Concise Asymmetric Synthesis of Six‐, Seven‐ and Eight‐Membered<i>P</i>‐Stereogenic Phosphorus Heterocycles | Litcius