ChemInform Abstract: Enantioselective Bromination/Semipinacol Rearrangement for the Synthesis of β‐Bromoketones Containing an All‐α‐carbon Quaternary Center.

Abstract

Enantioselective Bromination/Semipinacol Rearrangement for the Synthesis of β-Bromoketones Containing an All-α-carbon Quaternary Center. -Diaryl allylic tertiary alcohols afford up to 93% enantioselectivity by use of a cinchona-derived catalyst and NBS as brominating reagent. Both electron-withdrawing and electron--donating groups are tolerated at the migrating aryl groups.