Crystal structures of proline-derived enamines.
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.
Max-Planck-Institut für Kohlenforschung, Kaiser-Wilhelm-Platz 1, 45470 Muelheim an der Ruhr, Germany.
Dominique Anna
DA
Bock
Christian W
CW
Lehmann
Benjamin
B
List
D055162:Biocatalysis; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D011392:Proline / Q000737:chemistry*
D011392:Proline