A Palladium‐Catalyzed Enantioselective Addition of Arylboronic Acids to Cyclic Ketimines | Zendy

Yang Guoqiang | Zendy; Zhang Wanbin | Zendy

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A Palladium‐Catalyzed Enantioselective Addition of Arylboronic Acids to Cyclic Ketimines

Author(s) -

Yang Guoqiang,

Zhang Wanbin

Publication year - 2013

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201302861

Subject(s) - pyrrolidine , palladium , enantioselective synthesis , catalysis , yield (engineering) , chemistry , amine gas treating , organic chemistry , combinatorial chemistry , materials science , metallurgy

Sly as Nicox : A palladium‐catalyzed addition of arylboronic acids to ketimines has been developed to efficiently provide products in up to 99 % yield and 96 % ee. The reactions could be run under aerobic conditions and with unpurified trifluoroethanol (TFE). A pyrrolidine compound bearing a chiral α‐tertiary amine was synthesized in several steps without loss of enantioselectivity. TFA=trifluoroacetate.

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