| Full text | |
| Author(s): |
Ferreira, H. V.
[1]
;
Rocha, L. C.
[1]
;
Severino, R. P.
[1, 2]
;
Viana, R. B.
[1]
;
da Silva, A. B. F.
[1]
;
Porto, A. L. M.
[1]
Total Authors: 6
|
| Affiliation: | [1] Univ Sao Paulo, Inst Quim Sao Carlos, BR-13560970 Sao Carlos, SP - Brazil
[2] Univ Fed Goias, Dept Quim, BR-75704020 Catalao, Go - Brazil
Total Affiliations: 2
|
| Document type: | Journal article |
| Source: | Journal of the Iranian Chemical Society; v. 7, n. 4, p. 883-889, DEC 2010. |
| Web of Science Citations: | 9 |
| Abstract | |
Large scale enzymatic resolution of racemic sulcatol 2 has been useful for stereoselective biocatalysis. This reaction was fast and selective, using vinyl acetate as donor of acyl group and lipase from Candida antarctica (CALB) as catalyst. The large scale reaction (5.0 g, 39 mmol) afforded high optical purities for S-(+)-sulcatol 2 and R-(+)-sulcatyl acetate 3, i.e., ee > 99 per cent and good yields (45 per cent) within a short time (40 min). Thermodynamic parameters for the chemoesterification of sulcatol 2 by vinyl acetate were evaluated. The enthalpy and Gibbs free energy values of this reaction were negative, indicating that this process is exothermic and spontaneous which is in agreement with the reaction obtained enzymatically. (AU) | |