Cationic Iridium/S‐Me‐BIPAM‐Catalyzed Direct Asymmetric Intermolecular Hydroarylation of Bicycloalkenes1. (1st July 2015)

• Record Type: Journal Article
• Authors: Shirai, Tomohiko; Yamamoto, Yasunori
• Is Part Of: Angewandte Chemie. Volume 127:Number 34(2015)
• Page Start: 10032
• Page End: 10035
• Publication Date: 2015-07-01
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201504563
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Highly enantioselective cationic iridium‐catalyzed hydroarylation of bicycloalkenes, by carbonyl‐directed CH bond cleavage, was accomplished using a newly synthesized sulfur‐linked bis(phosphoramidite) ligand (S‐Me‐BIPAM). The reaction provides alkylated acetophenone or benzamide derivatives in moderate to excellent yields and good to excellent enantioselectivities. Notably, the hydroarylation reaction of 2‐norbornene with <italic>N</italic>, <italic>N</italic>‐dialkylbenzamide proceeds with excellent enantioselectivity (up to 99 % <italic>ee</italic>) and high selectivity for the mono‐<italic>ortho</italic>‐alkylation product.</p> </abstract>