Asymmetric ring-opening reactions of azabenzonorbornadienes through transfer hydrogenation using secondary amines as hydrogen sources: tuning of absolute configuration by acids

Literature Information

Publication Date 2018-05-02
DOI 10.1039/C7QO01163F
Impact Factor 5.281
Authors

Dongdong Pu, Yongyun Zhou, Fan Yang, Guoli Shen, Yang Gao, Weiqing Sun, Ruhima Khan


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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.

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