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Enantioselective Palladium(II)‐Catalyzed Intramolecular Aminoarylation of Alkenes by Dual N−H and Aryl C−H Bond Cleavage
Author(s) -
Zhang Wen,
Chen Pinhong,
Liu Guosheng
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201700889
Subject(s) - stereocenter , enantioselective synthesis , chemistry , intramolecular force , oxazoline , palladium , catalysis , aryl , bond cleavage , quinoline , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , alkyl
An asymmetric palladium‐catalyzed intramolecular oxidative aminoarylation of alkenes has been developed with quinoline–oxazoline chiral ligands and Ag 2 CO 3 as the oxidant. Various indolines containing a quaternary stereogenic center were synthesized in high yield with excellent enantioselectivity. Preliminary mechanistic studies suggest that the addition of a catalytic amount of phenylglyoxylic acid significantly accelerates the reaction and slightly enhances the enantioselectivity.