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Dynamic kinetic resolution of racemic beta-haloalcohols: direct access to enantioenriched epoxides |
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| Authors: | Haak Robert M Berthiol Florian Jerphagnon Thomas Gayet Arnaud J A Tarabiono Chiara Postema Christiaan P Ritleng Vincent Pfeffer Michel Janssen Dick B Minnaard Adriaan J Feringa Ben L de Vries Johannes G |
| Affiliation: | Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands. |
| Abstract: | The direct chemo-enzymatic DKR of racemic beta-haloalcohols is reported, yielding the corresponding optically active epoxides in a single step. The mutant haloalcohol dehalogenase HheC Cys153Ser Trp249Phe is used for the asymmetric ring closure, whereas racemization of the remaining enantiomer of the haloalcohol is achieved using the new iridacycle 3, one of the most effective racemization catalysts to date for beta-haloalcohols. |
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