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  Organocatalytic asymmetric reaction cascade to substituted cyclohexylamines

Zhou, J., & List, B. (2007). Organocatalytic asymmetric reaction cascade to substituted cyclohexylamines. Journal of the American Chemical Society, 129(24), 7498-7499. doi:10.1021/ja072134j.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-000F-9175-8 Version Permalink: http://hdl.handle.net/21.11116/0000-0002-E605-5
Genre: Journal Article

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 Creators:
Zhou, Jian1, Author              
List, Benjamin2, Author              
Affiliations:
1Research Department Schüth, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445589              
2Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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 Abstract: We report a new strategy for organocatalytic cascade reactions. Accordingly, enamine catalysis, iminium catalysis, and Brønsted acid catalysis can work in concert in a highly enantioselective organocatalytic cascade sequence toward chiral cis-3-substituted cyclohexylamines. We found that an achiral amine in combination with a catalytic amount of a chiral Brønsted acid can accomplish an aldol addition−dehydration−conjugate reduction−reductive amination to provide potential intermediates of pharmaceutically active compounds in good yields and excellent enantioselectivities.

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Language(s): eng - English
 Dates: 2007-03-272007-05-272007-06-01
 Publication Status: Published in print
 Pages: 2
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 337079
DOI: 10.1021/ja072134j
ISI: 000247240500011
 Degree: -

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Title: Journal of the American Chemical Society
  Other : J. Am. Chem. Soc.
  Abbreviation : JACS
Source Genre: Journal
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Publ. Info: Washington, DC : American Chemical Society
Pages: - Volume / Issue: 129 (24) Sequence Number: - Start / End Page: 7498 - 7499 Identifier: ISSN: 0002-7863
CoNE: https://pure.mpg.de/cone/journals/resource/954925376870