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Catalysts 2014, 4(2), 186-195; doi:10.3390/catal4020186
Article

Baker’s Yeast Mediated Reduction of 2-Acetyl-3-methyl Sulfolane

1
,
1
 and
2,*
1 Department of Chemistry, Analytical and Biological Chemistry Research Facility, University College Cork, Cork, Ireland 2 Department of Chemistry & School of Pharmacy, Analytical and Biological Chemistry Research Facility, Synthesis and Solid State Pharmaceutical Cluster, University College Cork, Cork, Ireland
* Author to whom correspondence should be addressed.
Received: 14 February 2014 / Revised: 16 May 2014 / Accepted: 23 May 2014 / Published: 18 June 2014
(This article belongs to the Special Issue Enzymes in Organic Synthesis)
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Abstract

The baker’s yeast mediated reduction of 2-acetyl-3-methyl sulfolane 1 to provide the corresponding alcohol 2 is described. Excellent efficiency and enantioselectivity (>98% ee) has been achieved under these mild environmentally benign reaction conditions. In direct contrast, the chemical reduction of 1 proceeds with poor yield (≤25%) and diastereocontrol.
Keywords: baker’s yeast (Saccharomyces cerevisiae); biocatalysis; asymmetric reduction; chiral alcohol; sulfolane baker’s yeast (Saccharomyces cerevisiae); biocatalysis; asymmetric reduction; chiral alcohol; sulfolane
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Deasy, R.E.; O'Riordan, N.; Maguire, A.R. Baker’s Yeast Mediated Reduction of 2-Acetyl-3-methyl Sulfolane. Catalysts 2014, 4, 186-195.

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