Access to P-stereogenic compounds via desymmetrizing enantioselective bromination??

Chemical Science Pub Date: 2021-02-12 DOI: 10.1039/D0SC07008D

Abstract

A novel and efficient desymmetrizing asymmetric ortho-selective mono-bromination of bisphenol phosphine oxides under chiral squaramide catalysis was reported. Using this asymmetric ortho-bromination strategy, a wide range of chiral bisphenol phosphine oxides and bisphenol phosphinates were obtained with good to excellent yields (up to 92%) and enantioselectivities (up to 98.5?:?1.5 e.r.). The reaction could be scaled up, and the synthetic utility of the desired P-stereogenic compounds was proved by transformations and application in an asymmetric reaction.

Graphical abstract: Access to P-stereogenic compounds via desymmetrizing enantioselective bromination
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