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  Crystal structures of proline-derived enamines

Bock, D. A., Lehmann, C. W., & List, B. (2010). Crystal structures of proline-derived enamines. Proceedings of the National Academy of Sciences of the United States of America, 107(48), 20636-20641. doi:10.1073/pnas.1006509107.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-000F-8DC3-A Version Permalink: https://hdl.handle.net/21.11116/0000-0007-1E3D-5
Genre: Journal Article

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 Creators:
Bock, Dominique Anna1, Author           
Lehmann, Christian W.1, Author           
List, Benjamin2, Author           
Affiliations:
1Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              
2Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445585              

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Free keywords: enamine catalysis; mechanism; organocatalysis
 Abstract: The isolation and structural characterization of both aldehyde- and ketone-derived proline enaminones are reported and discussed. Crystal structures of 10 proline enamines provide information on stereochemical aspects, i.e., double bond configuration and syn- vs. anti-positioning of the carboxylate relative to the enamine double bond. Furthermore, the obtained crystal structures are compared with the density functional theory-calculated structures of the ground and transition state and the postulated Seebach–Eschenmoser transition state.

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Language(s): eng - English
 Dates: 2010-05-192010-11-012010-11-30
 Publication Status: Issued
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1073/pnas.1006509107
 Degree: -

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Title: Proceedings of the National Academy of Sciences of the United States of America
  Abbreviation : Proc. Acad. Sci. USA
  Other : Proc. Acad. Sci. U.S.A.
  Other : Proceedings of the National Academy of Sciences of the USA
  Other : PNAS
Source Genre: Journal
 Creator(s):
Affiliations:
Publ. Info: Washington, D.C. : National Academy of Sciences
Pages: - Volume / Issue: 107 (48) Sequence Number: - Start / End Page: 20636 - 20641 Identifier: ISSN: 0027-8424
CoNE: https://pure.mpg.de/cone/journals/resource/954925427230