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Highly Enantioselective Bromocyclization of Tryptamines and Its Application in the Synthesis of (−)‐Chimonanthine
Author(s) -
Xie Weiqing,
Jiang Guangde,
Liu Huan,
Hu Jiadong,
Pan Xixian,
Zhang Hui,
Wan Xiaolong,
Lai Yisheng,
Ma Dawei
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.201306774
Subject(s) - enantioselective synthesis , tryptamines , tryptamine , chemistry , combinatorial chemistry , catalysis , stereochemistry , organic chemistry , biochemistry
A shorter path : A highly enantioselective bromocyclization of tryptamine has been developed using an anionic chiral phase‐transfer catalyst. This method provides a direct approach for preparing chiral 3‐bromopyrroloindoline from tryptamine, which enables a four‐step enantioselective synthesis of (−)‐chimonanthine. PG=protecting group.