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Journal Article

A Highly Enantioselective Overman Rearrangement through Asymmetric Counteranion-Directed Palladium Catalysis

MPS-Authors
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Jiang,  Gaoxi
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Halder,  Rajkumar
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Fang,  Yewen
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List,  Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Jiang, G., Halder, R., Fang, Y., & List, B. (2011). A Highly Enantioselective Overman Rearrangement through Asymmetric Counteranion-Directed Palladium Catalysis. Angewandte Chemie International Edition, 50(41), 9752-9755. doi:10.1002/anie.201103843.


Cite as: https://hdl.handle.net/11858/00-001M-0000-000F-8C0B-E
Abstract
The chiral TRIP anion combined with a simple commercially available palladacycle furnishes a highly active catalyst for the enantioselective rearrangement of allylic imidates to the corresponding amide products in high yields (see scheme). The stereoselectivity is induced entirely by the chiral phosphate anion although the catalyst complex contains a chiral palladacycle (see scheme).