Copper‐Catalyzed Stereoselective Aminoboration of Bicyclic Alkenes1. (17th November 2014)

• Record Type: Journal Article
• Authors: Sakae, Ryosuke; Hirano, Koji; Satoh, Tetsuya; Miura, Masahiro
• Is Part Of: Angewandte Chemie. Volume 127:Number 2(2015)
• Page Start: 623
• Page End: 627
• Publication Date: 2014-11-17
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201409104
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>A copper‐catalyzed aminoboration of bicyclic alkenes, including oxa‐ and azabenzonorbornadienes, has been developed. With this method, amine and boron moieties are simultaneously introduced at an olefin with <italic>exo</italic> selectivity. Subsequent stereospecific transformations of the boryl group can provide oxygen‐ and nitrogen‐rich cyclic molecules with motifs that may be found in natural products or pharmaceutically active compounds. Moreover, a catalytic asymmetric variant of this transformation was realized by using a copper complex with a chiral bisphosphine ligand, namely (<italic>R</italic>, <italic>R</italic>)‐Ph‐BPE.</p> </abstract>