A Chiral Phenoxyamine Magnesium Catalyst for the Enantioselective Hydroamination/Cyclization of Aminoalkenes and Intermolecular Hydroamination of Vinyl Arenes

A Chiral Phenoxyamine Magnesium Catalyst for the Enantioselective Hydroamination/Cyclization of Aminoalkenes and Intermolecular Hydroamination of Vinyl Arenes

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...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-01, Vol.51 (2), p.394-398
Hauptverfasser: Zhang, Xiaoming, Emge, Thomas J., Hultzsch, Kai C.
Format: Artikel
Sprache:eng
Schlagworte:
alkenes
amines
enantioselectivity
hydroamination
magnesium
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201105079