Synthesis of Axially Chiral Biaryls through Sulfoxide‐Directed Asymmetric Mild CH Activation and Dynamic Kinetic Resolution1. (10th October 2014)

• Record Type: Journal Article
• Authors: Hazra, Chinmoy Kumar; Dherbassy, Quentin; Wencel‐Delord, Joanna; Colobert, Françoise
• Is Part Of: Angewandte Chemie. Volume 126:Number 50(2014)
• Page Start: 14091
• Page End: 14095
• Publication Date: 2014-10-10
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201407865
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A mild and robust direct CH functionalization strategy has been applied to the synthesis of axially chiral biaryls. Such an efficient and stereoselective transformation occurs through an original dynamic kinetic resolution pathway enabling the conversion of diastereomeric mixtures of non‐prefunctionalized substrates into atropisomerically pure, highly substituted biaryl scaffolds. The main feature of this transformation is the use of an enantiopure sulfoxide as both chiral auxiliary and traceless directing group. The potential of newly synthesized biaryls as valuable building blocks is further illustrated.</p> </abstract>