Document Detail


Crystal structures of proline-derived enamines.
MedLine Citation:
PMID:  21068369     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Dominique Anna Bock; Christian W Lehmann; Benjamin List
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-11-10
Journal Detail:
Title:  Proceedings of the National Academy of Sciences of the United States of America     Volume:  107     ISSN:  1091-6490     ISO Abbreviation:  Proc. Natl. Acad. Sci. U.S.A.     Publication Date:  2010 Nov 
Date Detail:
Created Date:  2010-12-01     Completed Date:  2011-01-05     Revised Date:  2013-01-07    
Medline Journal Info:
Nlm Unique ID:  7505876     Medline TA:  Proc Natl Acad Sci U S A     Country:  United States    
Other Details:
Languages:  eng     Pagination:  20636-41     Citation Subset:  IM    
Affiliation:
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Muelheim an der Ruhr, Germany.
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MeSH Terms
Descriptor/Qualifier:
Biocatalysis
Crystallography, X-Ray
Molecular Conformation
Proline / chemistry*
Chemical
Reg. No./Substance:
147-85-3/Proline
Comments/Corrections

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