Chemo-enzymatic Baeyer–Villiger oxidation of cyclopentanone and substituted cyclopentanones

Chemo-enzymatic oxidation of cyclopentanones and substituted cyclopentanones to the corresponding δ-valerolactones was investigated employing catalytic amount of Candida antarctica lipase-B in ethyl acetate and employing urea–hydrogen peroxide as the oxidant. In contrast to the smooth oxidation of c...

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Bibliographic Details
Published in:Journal of molecular catalysis. B, Enzymatic Enzymatic, 2008-08, Vol.54 (3), p.61-66
Main Authors: Rios, María Yolanda, Salazar, Enrique, Olivo, Horacio F.
Format: Article
Language:English
Subjects:
Baeyer–Villiger oxidation
Bioconversions. Hemisynthesis
Biological and medical sciences
Biotechnology
Candida antarctica lipase-B
Chemo-enzymatic oxidation
Fundamental and applied biological sciences. Psychology
Methods. Procedures. Technologies
Trans-esterification
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Summary:Chemo-enzymatic oxidation of cyclopentanones and substituted cyclopentanones to the corresponding δ-valerolactones was investigated employing catalytic amount of Candida antarctica lipase-B in ethyl acetate and employing urea–hydrogen peroxide as the oxidant. In contrast to the smooth oxidation of cyclohexanones to the corresponding ɛ-caprolactones, the δ-valerolactones reacted further with the lipase delivering trans-esterified products and also acetylated alcohols, depending on the structural nature of the cyclopentanones.
ISSN:1381-1177
1873-3158
DOI:10.1016/j.molcatb.2007.12.012