A Chemoenzymatic Synthesis of Optically Active Aza Analogues of Quercus Lactones
| Autor: | Giuliana Pitacco, Michela V. Pavan, Ennio Valentin, Valentina Gombac, Fulvia Felluga |
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| Přispěvatelé: | Felluga, Fulvia, Gombac, Valentina, Pavan, MICHELA VIOLETTA, Pitacco, Giuliana, Valentin, Ennio |
| Jazyk: | angličtina |
| Rok vydání: | 2004 |
| Předmět: |
chemistry.chemical_classification
Reaction conditions Organic Chemistry gamma lactams natural compounds gamma-ketoseters enzymatic hydrolysis Optically active Reductive amination Catalysis Kinetic resolution Inorganic Chemistry natural compound Hydrolysis Enzyme gamma lactam chemistry Enzymatic hydrolysis Organic chemistry gamma-ketoseter Physical and Theoretical Chemistry |
| Popis: | The synthesis of optically active 4-methyl-5-n-butyl- and 5-n-pentylpyrrolidin-2-ones, aza analogues of the corresponding Quercus lactones, has been achieved by a chemoenzymatic procedure, involving in the enantiodifferentiating step the enzymatic kinetic resolution of the corresponding gamma-ketoester precursors, followed by reductive amination and subsequent cyclization of the enantiomerically pure hydrolysis products. The effect of the reaction conditions as well as the influence of the structure of the substrates on the enzymatic hydrolyses were also studied. |
| Databáze: | OpenAIRE |
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