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Ni-Catalyzed Enantioselective Benzylation of Secondary Phosphine Oxide

Wen-Qiang Cai, Wei Qi, Qing‐Wei Zhang

2022Organic Letters67 citationsDOI

Abstract

A nickel-catalyzed benzylic substitution of secondary phosphine oxide was described, affording the dialkylated P-stereogenic tertiary phosphine oxides with high to excellent enantioselectivities. The reaction was performed under mild conditions with commercially available benzyl chlorides and bench stable secondary phosphine oxides, exhibiting broad functional group tolerance. It represented a practical example for the preparation of P-stereogenic phosphine compounds.

Topics & Concepts

StereocenterPhosphineChemistryPhosphine oxideCatalysisEnantioselective synthesisOxideOrganic chemistryNickelCombinatorial chemistryMedicinal chemistryAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisSynthetic Organic Chemistry Methods
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