Asymmetric ring-opening reactions of azabenzonorbornadienes through transfer hydrogenation using secondary amines as hydrogen sources: tuning of absolute configuration by acids. Issue 21 (2nd May 2018)

• Record Type: Journal Article
• Authors: Pu, Dongdong; Zhou, Yongyun; Yang, Fan; Shen, Guoli; Gao, Yang; Sun, Weiqing; Khan, Ruhima; Fan, Baomin
• Is Part Of: Organic chemistry frontiers. Volume 5:Issue 21(2018)
• Page Start: 3077
• Page End: 3082
• Publication Date: 2018-05-02
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c7qo01163f
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Switching of absolute configuration by acids during palladium and silver co-catalyzed transfer hydrogenation of heterobicycles by secondary amines. Abstract : Reductive transfer hydrogenation of bicyclic alkenes has been developed under the co-catalytic system of palladium and silver by using secondary amines as reductants. The reaction results in the asymmetric ring-opening product. A wide range of azabenzonorbornadienes reacted well giving 1, 2-dihydronaphthalen-1-amine derivatives in high yields with good enantioselectivities. The control of the absolute configuration of the product by addition of carboxylic acids has been demonstrated.