Dynamic Kinetic Resolution of Racemic β-Haloalcohols
| Autor: | Adriaan J. Minnaard, Thomas Jerphagnon, Christiaan P. Postema, Johannes G. de Vries, Michel Pfeffer, Robert M. Haak, Florian Berthiol, Ben L. Feringa, Vincent Ritleng, Dick B. Janssen, Arnaud J. A. Gayet, Chiara Tarabiono |
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| Přispěvatelé: | Synthetic Organic Chemistry, Biotechnology, Chemical Biology 2, Département de Chimie Moléculaire - Synthèse Et Réactivité en Chimie Organique (DCM - SeRCO), Département de Chimie Moléculaire (DCM), Université Joseph Fourier - Grenoble 1 (UJF)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Joseph Fourier - Grenoble 1 (UJF)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie de Strasbourg, Centre National de la Recherche Scientifique (CNRS)-Université Louis Pasteur - Strasbourg I-Institut de Chimie du CNRS (INC), Zernike Institute for Advanced Materials, University of Groningen |
| Jazyk: | angličtina |
| Rok vydání: | 2008 |
| Předmět: |
Stereochemistry
Haloalcohol dehalogenase Single step Haloalcohol 010402 general chemistry Ring (chemistry) RUTHENIUM(II) 01 natural sciences Biochemistry Kinetic resolution Catalysis Colloid and Surface Chemistry Halogens HALOHYDRIN DEHALOGENASE RACEMIZATION [CHIM]Chemical Sciences BACTERIAL DEHALOGENASES Racemization ComputingMilieux_MISCELLANEOUS Molecular Structure 010405 organic chemistry Chemistry CATALYSIS Stereoisomerism ALCOHOLS General Chemistry 3. Good health 0104 chemical sciences Kinetics Cyclization ENZYMATIC RESOLUTION Epoxy Compounds COMPLEXES Enantiomer ENZYMES AGROBACTERIUM-RADIOBACTER |
| Zdroj: | Journal of the American Chemical Society, 130(41), 13508-13509. AMER CHEMICAL SOC Journal of the American Chemical Society Journal of the American Chemical Society, American Chemical Society, 2008, 130 (41), pp.13508-13509. ⟨10.1021/ja805128x⟩ |
| ISSN: | 0002-7863 1520-5126 |
| DOI: | 10.1021/ja805128x⟩ |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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