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A Condensation/Reductive Alkylation/Hydrogenation Cascade for Facile Synthesis of Chiral 2,3‐Disubstituted Indolines
Author(s) -
Yu ChangBin,
Li Xiang,
Zhou YongGui
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900289
Subject(s) - chemistry , alkylation , brønsted–lowry acid–base theory , enantioselective synthesis , cascade , catalysis , condensation , combinatorial chemistry , organic chemistry , palladium , cascade reaction , asymmetric hydrogenation , physics , chromatography , thermodynamics
A divergent and enantioselective procedure for synthesis of 2,3‐disubstituted indolines was developed through Brønsted acid/palladium‐complex promoted condensation/reductive alkylation/ hydrogenation cascade reactions from simple amino ketones and aldehydes in one operation. Five Brønsted acid‐promoted steps and two Pd‐catalyzed hydrogenation steps were involved in this process. This strategy provides facile synthesis of structurally diverse multi‐substituted chiral indolines.