Catalyst-Controlled Stereoselective Synthesis of Atropisomers

Bouthayna Zilate(University of Basel), Alessandro Castrogiovanni(University of Basel), Christof Sparr(University of Basel)
ACS Catalysis
March 7, 2018
Cited by 282Open Access

Abstract

Owing to their favorable molecular topology, atropisomers represent particularly valuable chiral scaffolds for numerous applications throughout academic research and industry. Nevertheless, whereas various well-established catalyst-controlled methodologies allow addressing stereocenter configuration, efficient procedures to prepare axially chiral compounds in high isomeric purity are still scarce. Complementary to the comprehensive reviews in the area, this Perspective features representative advances for the catalyst-stereocontrolled synthesis of atropisomeric scaffolds. With a focus on axially chiral motifs frequently utilized in catalysis or medicinal chemistry, selected recent examples encompassing unique stereoselective transition metal, hydrogen bond, ion pairing, chiral phosphoric acid, and amine catalysis are highlighted.


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