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

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.

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 Creators:
Jiang, Gaoxi1, Author           
Halder, Rajkumar1, Author           
Fang, Yewen1, Author           
List, Benjamin1, Author           
Affiliations:
1Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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Free keywords: aza-Claisen rearrangement; chiral counteranions; Overman rearrangement; palladium; phosphates
 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).

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Language(s): eng - English
 Dates: 2011-06-062011-09-012011-10-04
 Publication Status: Issued
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.201103843
 Degree: -

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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 50 (41) Sequence Number: - Start / End Page: 9752 - 9755 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851