Synthesis of Axially Chiral Biaryls through Sulfoxide‐Directed Asymmetric Mild CH Activation and Dynamic Kinetic Resolution1. Issue 50 (10th October 2014)

• Record Type: Journal Article
• Authors: Hazra, Chinmoy Kumar; Dherbassy, Quentin; Wencel‐Delord, Joanna; Colobert, Françoise
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 50(2014)
• Page Start: 13871
• Page End: 13875
• Publication Date: 2014-10-10
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201407865
• Languages: English
• ISSNs: 1433-7851

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>