English
 
User Manual Privacy Policy Disclaimer Contact us
  Advanced SearchBrowse

Item

ITEM ACTIONSEXPORT

Released

Journal Article

Crystal structures of proline-derived enamines

MPS-Authors
/persons/resource/persons58439

Bock,  Dominique Anna
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons58744

Lehmann,  Christian W.
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

/persons/resource/persons58764

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

External Ressource
No external resources are shared
Fulltext (public)
There are no public fulltexts stored in PuRe
Supplementary Material (public)
There is no public supplementary material available
Citation

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.


Cite as: http://hdl.handle.net/11858/00-001M-0000-000F-8DC3-A
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.