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Issue 10, 2015
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Efficient synthesis of P-chiral biaryl phosphonates by stereoselective intramolecular cyclization

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Abstract

A series of P-chiral biaryl phosphonates were efficiently synthesized from diaryl 2-bromo arylphosphonates in high yields (up to 92%) and good enantioselectivities (up to 88% ee) through a palladium-catalyzed asymmetric cyclization with a novel P-chiral biaryl monophosphorus ligand. The P-chiral biaryl phosphonate can be rapidly transformed to both antipodes of a P-chiral dialkyl biaryl monophosphorus structure. The method provides a convenient access to various P-chiral biaryl monophosphines.

Graphical abstract: Efficient synthesis of P-chiral biaryl phosphonates by stereoselective intramolecular cyclization

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Publication details

The article was received on 30 Apr 2015, accepted on 01 Aug 2015 and first published on 03 Aug 2015


Article type: Research Article
DOI: 10.1039/C5QO00142K
Author version available: Download Author version (PDF)
Citation: Org. Chem. Front., 2015,2, 1342-1345
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    Efficient synthesis of P-chiral biaryl phosphonates by stereoselective intramolecular cyclization

    G. Xu, M. Li, S. Wang and W. Tang, Org. Chem. Front., 2015, 2, 1342
    DOI: 10.1039/C5QO00142K

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