| Texto completo | |
| Autor(es): |
Martins, Rodrigo S.
[1]
;
Zampieri, Davila S.
[1]
;
Rodrigues, J. Augusto R.
[1]
;
Carvalho, Patricia O.
[2]
;
Moran, Paulo J. S.
[1]
Número total de Autores: 5
|
| Afiliação do(s) autor(es): | [1] Univ Estadual Campinas, Inst Chem, BR-13084971 Campinas, SP - Brazil
[2] Univ Sao Francisco, BR-12916900 Braganca Paulista, SP - Brazil
Número total de Afiliações: 2
|
| Tipo de documento: | Artigo Científico |
| Fonte: | CHEMCATCHEM; v. 3, n. 9, p. 1469-1473, SEP 2011. |
| Citações Web of Science: | 7 |
| Resumo | |
The enantioselective oxidation of (1R,2S)-1-phenyl-1,2-propanediol {[}(1R,2S)-1], mediated by baker's yeast, gave (-)-(S)- 1-phenyl-2-hydroxy-1-propanone {[}(S)- 2] in 64% isolated yield and 93% ee. Kinetic experiments of the bio-oxidation of (+/-)-anti-1 revealed that the enantiomer (1R,2S)-1 was more reactive than (1S,2R)-1. Therefore, this result allowed us to devise a kinetic resolution experiment to obtain (1S,2R)-1 in > 99% ee from (+/-)-anti-1. The preparation of (1S,2R)-1 is interesting, as it is the antipode of the product obtained by the reduction of 1-phenyl-1,2-propanedione using baker's yeast. Other microorganisms, such as Micrococcus luteus, Candida albicans, and Geotrichum candidum, were also used for kinetic resolution experiments of (+/-)-anti-1. The best result was obtained using Geotrichum candidum, which gave (1S,2R)-1 in 32% yield and 99% ee. (AU) | |
| Processo FAPESP: | 03/05882-0 - Estudo da reducao assimetrica de alfa-dicetonas ciclicas aromaticas por microrganismo. |
| Beneficiário: | Inês Lunardi |
| Modalidade de apoio: | Bolsas no Brasil - Pós-Doutorado |