Next Article in Journal
Deactivation Pattern of a “Model” Ni/MgO Catalyst in the Pre-Reforming of n-Hexane
Next Article in Special Issue
Enantiocomplementary Preparation of (S)- and (R)-Arylalkylcarbinols by Lipase-Catalysed Resolution and Mitsunobu Inversion: Impact of Lipase Amount
Previous Article in Journal / Special Issue
Kinetic Isotope Effect of Prostaglandin H Synthase Exhibits Inverted Temperature Dependence
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,*
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)
View Full-Text   |   Download PDF [1651 KB, uploaded 18 June 2014]   |   Browse Figures

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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote
MDPI and ACS Style

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.

View more citation formats

Article Metrics

For more information on the journal, click here

Comments

Cited By

[Return to top]
Catalysts EISSN 2073-4344 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert