Asymmetric Reduction of Heteroaryl Methyl Ketones Using Daucus carota
Ch Sree Lakshmi, Goka Roopa Reddy, Adari Bhaskar Rao
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DOI: 10.4236/gsc.2011.14019   PDF    HTML     6,635 Downloads   13,238 Views   Citations

Abstract

Asymmetric reduction of the heteroaryl prochiral ketones to corresponding chiral alcohols by Daucus carota was studied. The study highlights selective bioreduction of different substituted heteroaryl ketones (1a - 1j) to their respective chiral alcohols (2a - 2j) using plant dehydrogenase enzymes present in Daucus carota in good yields (60% - 95%) and enantioselectivity (76% - 99%) with S-form configuration. The results obtained confirm that the membrane bound dehydrogenase enzyme has broad substrate specificity and selectivity in catalyzing both six and five membered heteroaryl methyl ketones. The present methodology demonstrates promising and alternative green route in the synthesis secondary chiral alcohols of biologically importance in a simple, inexpensive and eco-friendly process.

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C. Lakshmi, G. Reddy and A. Rao, "Asymmetric Reduction of Heteroaryl Methyl Ketones Using Daucus carota," Green and Sustainable Chemistry, Vol. 1 No. 4, 2011, pp. 117-122. doi: 10.4236/gsc.2011.14019.

Conflicts of Interest

The authors declare no conflicts of interest.

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