Kuehbeck, Dennis and Bachl, Juergen and Schoen, Eva-Maria and Gotor-Fernandez, Vicente and Diaz Diaz, David (2014) Gelatin Protein-Mediated Direct Aldol Reaction. HELVETICA CHIMICA ACTA, 97 (4). pp. 574-580. ISSN 0018-019X, 1522-2675
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Gelatin protein was found to catalyze the aldol reaction between cyclohexanone and different aromatic aldehydes under mild reaction conditions. The aldol additions carried out in DMSO at 37 degrees yielded the addition products with moderate diastereoselectivities favoring the syn isomers. Appropriate control experiments demonstrated the activity of the protein in the aldol reaction. The kinetic study of the model reaction between 4-nitrobenzaldehyde and cyclohexanone established a first-order rate constant k=(7.4 +/- 0.5)x10(-3) h(-1). Moreover, the scale-up of the process was successfully achieved at 1-g scale in a yield comparable to that in small scale.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | ; C Symbol of the Klingon Empire C Bond formation; Gelatin; Aldol reaction; Biocatalysis |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. David Díaz Díaz |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 15 Nov 2019 09:53 |
| Last Modified: | 15 Nov 2019 09:53 |
| URI: | https://pred.uni-regensburg.de/id/eprint/10390 |
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