Chemoenzymatic Dynamic Kinetic Resolution of Secondary Alcohols Using an Air- and Moisture-Stable Iron Racemization Catalyst

Karl P J Gustafson; Arnar Guðmundsson; Kayla Lewis; Jan-E Bäckvall

doi:10.1002/chem.201605754

Chemoenzymatic Dynamic Kinetic Resolution of Secondary Alcohols Using an Air- and Moisture-Stable Iron Racemization Catalyst

Chemistry. 2017 Jan 23;23(5):1048-1051. doi: 10.1002/chem.201605754. Epub 2017 Jan 16.

Authors

Karl P J Gustafson¹, Arnar Guðmundsson¹, Kayla Lewis¹, Jan-E Bäckvall¹

Affiliation

¹ Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691, Stockholm, Sweden.

PMID: 28005307
DOI: 10.1002/chem.201605754

Abstract

Herein, we report on a metalloenzymatic dynamic kinetic resolution of sec-alcohols employing an iron-based racemization catalyst together with a lipase. The iron catalyst was evaluated in racemization and then used in dynamic kinetic resolution of a number of sec-alcohols to give enantiomerically pure products in good to high yields. The iron catalyst is air and moisture stable and is readily accessible.

Keywords: dynamic kinetic resolution; enzyme catalysis; iron catalysis; racemization; secondary alcohols.