2023
DOI: 10.1021/acs.orglett.3c02216
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Ni-Catalyzed Asymmetric C–P Cross-Coupling Reaction for the Synthesis of Chiral Heterocyclic Phosphine Oxides

Abstract: Nickel performs excellently in C–C and C–X cross-coupling reactions. Here, we disclose a Ni(II)-catalyzed asymmetric C–P cross-coupling reaction to afford valuable chiral heterocyclic tertiary phosphine oxides. The method is mild and efficient, which invokes a self-sustained nickel catalytic cycle without an external reductant, light irradiation, or electricity.

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Cited by 7 publications
(1 citation statement)
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“…Almost simultaneously, Zhang and co-workers reported similar results, utilizing aryl chloride as the electrophile and 1,2bisphosphine as the ligand (Figure 2C, bottom). [14] Because racemization of SPOs was difficult to occur under the above palladium and nickel catalysis, SPOs underwent the arylation in a kinetic resolution fashion. The yields of products were typically less than 50 % (based on SPOs) when high enantioselectivity was expected.…”
Section: Transition Metal-catalyzed Asymmetric Cà P Cross-coupling Of...mentioning
confidence: 99%
“…Almost simultaneously, Zhang and co-workers reported similar results, utilizing aryl chloride as the electrophile and 1,2bisphosphine as the ligand (Figure 2C, bottom). [14] Because racemization of SPOs was difficult to occur under the above palladium and nickel catalysis, SPOs underwent the arylation in a kinetic resolution fashion. The yields of products were typically less than 50 % (based on SPOs) when high enantioselectivity was expected.…”
Section: Transition Metal-catalyzed Asymmetric Cà P Cross-coupling Of...mentioning
confidence: 99%