Issue 10, 2013

Chemoenzymatic synthesis of optically active 2-(2′- or 4′-substituted-1H-imidazol-1-yl)cycloalkanols: chiral additives for (l)-proline

Abstract

Enantiopure substituted imidazoles obtained by enzymatic kinetic resolution can be promising candidates as co-catalysts for aldol reactions catalysed by (L)-proline. These additives seem to form supramolecular complexes with the catalyst through the formation of H-bonds, leading to significant improvement in both the reaction rates and selectivity of the reaction. Herein, we present our results on the use of these substituted trans-2-imidazoyl-cycloalkanols as additives for the (L)-proline catalyzed direct aldol reaction between ketones and aromatic aldehydes.

Graphical abstract: Chemoenzymatic synthesis of optically active 2-(2′- or 4′-substituted-1H-imidazol-1-yl)cycloalkanols: chiral additives for (l)-proline

Supplementary files

Article information

Article type
Paper
Submitted
14 Feb 2013
Accepted
29 Mar 2013
First published
03 Apr 2013

Catal. Sci. Technol., 2013,3, 2596-2601

Chemoenzymatic synthesis of optically active 2-(2′- or 4′-substituted-1H-imidazol-1-yl)cycloalkanols: chiral additives for (L)-proline

R. Porcar, N. Ríos-Lombardía, E. Busto, V. Gotor-Fernández, V. Gotor, E. Garcia-Verdugo, M. Isabel Burguete and S. V. Luis, Catal. Sci. Technol., 2013, 3, 2596 DOI: 10.1039/C3CY00107E

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