Oxazolidinone Synthesis through Halohydrin Dehalogenase-Catalyzed Dynamic Kinetic Resolution

Ana Mikleusevic, Zdenko Hamersak, Branka Salopek-Sondi, Lixia Tang, Dick B. Janssen, Maja Majeric Elenkov*

*Bijbehorende auteur voor dit werk

OnderzoeksoutputAcademicpeer review

10 Citaten (Scopus)

Samenvatting

An efficient dynamic kinetic resolution protocol using a single enzyme is described. Both the kinetic resolution and substrate racemization are catalyzed by halohydrin dehalogenase from Agrobacterium radiobacter AD1 (HheC). The HheC-catalyzed reaction of epibromohydrin and 2-bromomethyl-2-methyloxirane with sodium cyanate afforded 5-substituted 2-oxazolidinones in high yields (97% and 87%) and high optical purity (89% and > 99% ee) in the presence of catalytic amounts of bromide ion. These compounds are valuable building blocks with diverse synthetic applications.

Originele taal-2English
Pagina's (van-tot)1709-1714
Aantal pagina's6
TijdschriftAdvanced Synthesis & Catalysis
Volume357
Nummer van het tijdschrift8
DOI's
StatusPublished - 26-mei-2015

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