Access to P‐ and Axially Chiral Biaryl Phosphine Oxides by Enantioselective CpxIrIII‐Catalyzed C−H Arylations. (29th August 2018)

• Record Type: Journal Article
• Authors: Jang, Yun‐Suk; Woźniak, Łukasz; Pedroni, Julia; Cramer, Nicolai
• Is Part Of: Angewandte Chemie. Volume 130:Number 39(2018)
• Page Start: 13083
• Page End: 13087
• Publication Date: 2018-08-29
• Subjects: Asymmetrische Katalyse -- C-H-Aktivierung -- Chirale Cp-Liganden -- Iridium -- P-Chiralität; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201807749
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: An enantioselective C−H arylation of phosphine oxides with o ‐quinone diazides catalyzed by an iridium(III) complex bearing an atropchiral cyclopentadienyl (Cp x ) ligand and phthaloyl tert ‐leucine as co‐catalyst is reported. The method allows access to a) P ‐chiral biaryl phosphine oxides, b) atropo‐enantioselective construction of sterically demanding biaryl backbones, and also c) selective assembly of axial and P ‐chiral compounds in excellent yields and diastereo‐ and enantioselectivities. Enantiospecific reductions provide monodentate chiral phosphorus(III) compounds having structures and biaryl backbones with proven importance as ligands in asymmetric catalysis.