Enantioselective Copper‐Catalyzed Intermolecular Amino‐ and Azidocyanation of Alkenes in a Radical Process. Issue 8 (23rd January 2017)

• Record Type: Journal Article
• Authors: Wang, Dinghai; Wang, Fei; Chen, Pinghong; Lin, Zhenyang; Liu, Guosheng
• Is Part Of: Angewandte Chemie international edition. Volume 56:Issue 8(2017)
• Page Start: 2054
• Page End: 2058
• Publication Date: 2017-01-23
• Subjects: alkenes -- asymmetric catalysis -- copper -- intermolecular reactions -- radical reactions; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201611850
• Languages: English
• ISSNs: 1433-7851

Abstract

Abstract: Asymmetric copper‐catalyzed intermolecular amino‐ and azidocyanation reactions of alkenes have been developed that proceed via a radical process in which a key benzylic radical intermediate is enantioselectively trapped by a chiral Box/Cu II cyanide complex. A variety of enantiomerically enriched β‐amino/azido alkylnitriles were efficiently synthesized. The β‐azido alkylnitriles could be converted into a series of highly valuable optically active amine‐based building blocks and bioactive compounds. Abstract : A radical process is involved in the asymmetric copper‐catalyzed intermolecular amino‐ and azidocyanation of alkenes developed herein. A variety of enantiomerically enriched β‐amino/azido alkylnitriles were efficiently synthesized. The azidocyanation products were further converted into a series of optically active building blocks and bioactive compounds.