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A Chiral Phenoxyamine Magnesium Catalyst for the Enantioselective Hydroamination/Cyclization of Aminoalkenes and Intermolecular Hydroamination of Vinyl Arenes
Author(s) -
Zhang Xiaoming,
Emge Thomas J.,
Hultzsch Kai C.
Publication year - 2012
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.201105079
Subject(s) - hydroamination , intramolecular force , intermolecular force , chemistry , enantioselective synthesis , catalysis , pyrrolidine , magnesium , benzylamine , organic chemistry , combinatorial chemistry , molecule
If Grignard had only known! A chiral magnesium complex catalyzes the intramolecular hydroamination/cyclization of aminoalkenes with high efficiency at temperatures as low as −20 °C and enantioselectivities as high as 93 % ee. The high activity of this system also allows the catalytic intermolecular anti‐Markovnikov addition of pyrrolidine and benzylamine to vinyl arenes.