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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.