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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Deracemization of 1-phenylethanol via tandem biocatalytic oxidation and reduction

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Author(s):
Nasario, Fabio D. [1] ; Cazetta, Tarcila [1] ; Moran, Paulo J. S. [1] ; Rodrigues, J. Augusto R. [1]
Total Authors: 4
Affiliation:
[1] Univ Estadual Campinas, Inst Chem, BR-13084971 Campinas, SP - Brazil
Total Affiliations: 1
Document type: Journal article
Source: TETRAHEDRON-ASYMMETRY; v. 27, n. 9-10, p. 404-409, JUN 1 2016.
Web of Science Citations: 7
Abstract

(R)-1-Arylethanols and other secondary alcohols were prepared at high ee (>90%) by oxidative kinetic resolution using resting cells of the yeast Candida albicans CCT 0776. The deracemization process of 1-phenylethanol la catalyzed by the yeast was elucidated by studying each step separately. It was determined that the reaction occurred via cyclic deracemization, to give (R)-1a in 89% yield and with 98% ee. Finally, deracemization by stereoinversion of rac-1a was studied using a tandem process of C. albicans followed by Lactobacillus brevis CCT 3745. Inverting the sequence of these microorganisms produced an enantiomerically pure antipode. (C) 2016 Published by Elsevier Ltd. (AU)

FAPESP's process: 14/00108-9 - Application of biocatalysis in organic synthesis using whole cells of microorganisms
Grantee:José Augusto Rosário Rodrigues
Support Opportunities: Regular Research Grants