Issue 10, 2015

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
30 apr 2015
Accepted
01 avq 2015
First published
03 avq 2015

Org. Chem. Front., 2015,2, 1342-1345

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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