Design of C₂-Symmetric Tetrahydropentalenes as New Chiral Diene Ligands for Highly Enantioselective Rh-Catalyzed Arylation of N-Tosylarylimines with Arylboronic Acids

Citations Over TimeTop 1% of 2007 papers

Abstract

A new type of C2-symmetric chiral diene ligand bearing a simple bicyclic [3.3.0] backbone was discovered. (3aS,6aS)-3,6-diphenyl-1,3a,4,6a-tetrahydropentalene was applied successfully in the Rh-catalyzed asymmetric arylation of N-tosylarylimines with arylboronic acids. With the new chiral diene ligand, a broad range of highly enantiomerically enriched diarylmethylamines (98−99% ee) as well as 3-aryl substituted phthalimidines (99% ee) could be easily prepared.

Related Papers

• → Titanocene-Catalysed Enantioselective Opening ofmeso-Epoxides(2001)68 cited
• → Recent developments in enantioselective iron-catalyzed transformations(2019)58 cited
• → Alternative Synthetic Strategies for Enantioselective Construction of Halogenated Chiral Carbon Centers(2010)37 cited
• → Methods of Asymmetric Synthesis—Enantioselective Catalytic Hydrogenation(1971)142 cited
• → Chiral B(III) Lewis Acids(2000)19 cited