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Selective hydroalkoxycarbonylation of enamides to N-acyl amino acid esters: synthetic applications and theoretical studies |
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| Authors: | S. Klaus,H. Jiao,D. Gö rdes,S. Hü bner,C. Weckbecker,T. Riermeier |
| Affiliation: | a Leibniz-Institut für Organische Katalyse an der Universität Rostock e.V. Buchbinderstr. 5-6, 18055 Rostock, Germany b Degussa AG, Feed Additives, Hanau, Germany c Degussa AG, Degussa Homogeneous Catalysts, Hanau, Germany |
| Abstract: | N-acyl amino acid esters are easily accessible from enamides by cobalt-catalyzed hydroalkoxycarbonylation in moderate to excellent yield. An important reaction parameter for selective carbonylation is the use of low hydrogen partial pressure, which prevents hydrogenation as a side reaction. The reported method is applicable to various enamides and alcohols. A DFT calculation of the catalytic cycle explains the preferred pathway of this reaction. |
| Keywords: | Enamides Hydroalkoxycarbonylation Hydroesterification Homogeneous catalysis Cobalt Amino acids DFT calculations |
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