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Enantioselective Synthesis of C−N Axially Chiral N‐Aryloxindoles by Asymmetric Rhodium‐Catalyzed Dual C−H Activation
Author(s) -
Li Honghe,
Yan Xiaoqiang,
Zhang Jitan,
Guo Weicong,
Jiang Jijun,
Wang Jun
Publication year - 2019
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.201901619
Subject(s) - enantioselective synthesis , rhodium , yield (engineering) , axial symmetry , catalysis , chemistry , dual (grammatical number) , reaction conditions , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , materials science , physics , art , literature , quantum mechanics , metallurgy
The first enantioselective Satoh–Miura‐type reaction is reported. A variety of C−N axially chiral N‐aryloxindoles have been enantioselectively synthesized by an asymmetric rhodium‐catalyzed dual C−H activation reaction of N‐aryloxindoles and alkynes. High yields and enantioselectivities were obtained (up to 99 % yield and up to 99 % ee ). To date, it is also the first example of the asymmetric synthesis of C−N axially chiral compounds by such a C−H activation strategy.
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