login

Fluxionally Chiral DMAP Catalysts: Kinetic Resolution of Axially Chiral Biaryl Compounds

Angewandte Chemie International EditionPublished 14 August 2014
Gaoyuan Ma, Jun Deng, Mukund P. Sibi
Citations139
SJR quartileQ1
SJR score5.55
SNIP2.47

TL;DR

Chiral 4-dimethylaminopyridine catalysts with fluxional chirality were found to be efficient in promoting the acylative kinetic resolution of secondary alcohols and axially chiral biaryl compounds with selectivity factors of up to 37 and 51, respectively.

Abstract

Can organocatalysts that incorporate fluxional groups provide enhanced selectivity in asymmetric transformations? To address this issue, we have designed chiral 4-dimethylaminopyridine (DMAP) catalysts with fluxional chirality. These catalysts were found to be efficient in promoting the acylative kinetic resolution of secondary alcohols and axially chiral biaryl compounds with selectivity factors of up to 37 and 51, respectively.

Keywords

Chemistry