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B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-catalyzed O–H insertion reactions of diazoalkanes with phosphinic acids

Yangyang Zhang, Xinzhi Zhang, Jincheng Zhao, Jun Jiang

2021Organic & Biomolecular Chemistry19 citationsDOI

Abstract

A highly efficient base-, metal-, and oxidant-free catalytic O-H insertion reaction of diazoalkanes and phosphinic acids in the presence of B(C6F5)3 has been developed. This powerful methodology provides a green approach towards the synthesis of a broad spectrum of α-phosphoryloxy carbonyl compounds with good to excellent yields (up to 99% yield). The protocol features the advantages of operational simplicity, high atom economy, practicality, easy scalability and environmental friendliness.

Topics & Concepts

CatalysisScalabilityChemistrySimplicityProtocol (science)Combinatorial chemistryStereochemistryPhysicsComputer scienceOrganic chemistryOperating systemPathologyQuantum mechanicsAlternative medicineMedicineCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and Catalysis
B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-catalyzed O–H insertion reactions of diazoalkanes with phosphinic acids | Litcius