Deracemization of 1-phenylethanol via tandem biocatalytic oxidation and reduction
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- 作者：Fá ; bio D. Nasá ; rio ; Tarcila Cazetta ; Paulo J.S. Moran ; J. Augusto R. Rodrigues<sup> ; sup><sup>jaugusto@iqm.unicamp.br" class="auth_mail" title="E-mail the corresponding authorsup>
- 刊名：Tetrahedron: Asymmetry
- 出版年：2016
- 出版时间：1 June 2016
- 年：2016
- 卷：27
- 期：9-10
- 页码：404-409
- 全文大小：717 K
文摘
(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 <strong class="boldFont">1astrong> catalyzed by the yeast was elucidated by studying each step separately. It was determined that the reaction occurred via cyclic deracemization, to give (R)-<strong class="boldFont">1astrong> in 89% yield and with 98% ee. Finally, deracemization by stereoinversion of rac-<strong class="boldFont">1astrong> 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.