Sequential <i>In Situ</i>-Formed Kukhtin–Ramirez Adduct and P(NMe<sub>2</sub>)<sub>3</sub>-Catalyzed <i>O</i>-Phosphination of α-Dicarbonyls with P(O)–H
Yuan‐Yuan Huang, Nan Wang, Zheng‐Guang Wu, Xin‐Xing Wu, Mengke Wang, Weichun Huang, You Zi
Abstract
O -Phosphination of α-dicarbonyls via sequential in situ formation of a Kukhtin–Ramirez adduct and a P(NMe 2 ) 3 -catalyzed process has been exploited for the synthesis of α-phosphoryloxy carbonyls. A range of P(O)–H derivatives, including diarylphosphine oxides, arylphosphinates, and phosphinates, are competent candidates to be introduced into the α-dicarbonyls in this transformation, and various α-phosphoryloxy carbonyls are obtained. This approach possesses advantages of mild conditions, simple operations, atom economy, high efficiency, and gram-scale synthesis, which make it promising in the synthesis toolbox.
Topics & Concepts
ChemistryAdductCatalysisIn situStereochemistryMedicinal chemistryOrganic chemistryCyclopropane Reaction MechanismsOrganophosphorus compounds synthesisAsymmetric Hydrogenation and Catalysis