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Faber, K. et al.: 2015 Science of Synthesis: Biocatalysis Organic Synthesis 2 DOI: 10.1055/sos-SD-215-00303
Biocatalysis in Organic Synthesis 2

2.6.3 Epoxide Hydrolysis

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Book

Editors: Faber, K.; Fessner, W.-D.; Turner, N. J.

Authors: Au, S. K.; Bartsch, S.; Beecher, D.; Boffi, A.; Bommarius, A. S.; Bonamore, A.; Brown, G.; Busto, E.; Clapés, P.; Faber, K.; Fischereder, E.-M.; France, S. P.; Fuchs, C. S.; Geertsema, E. M.; Glieder, A.; Gruber-Khadjawi, M.; Hall, M.; Hanefeld, U.; Hussain, S.; Ilari, A.; Janssen, D. B.; Kaluđerović, G. N.; Kroutil, W.; Lamm, A. S.; Leipold, F.; Lewin, R.; Li, A. T.; Li, Z.; Majerić Elenkov, M.; Micklefield, J.; Moody, T. S.; Mix, S.; Müller, M.; Poelarends, G. J.; Pohl, M.; Pressnitz, D.; Resch, V.; Richter, N.; Rosazza, J. P. N.; Schreckenbach, H. F.; Simon, R. C.; Steiner, K.; Szymański, W.; Thompson, M. L.; Turner, N. J.; Venkitasubramanian, P.; Vogel, A.; Wechsler, C.; Wessjohann, L. A.; Wohlgemuth, R.

Title: Biocatalysis Organic Synthesis 2

Print ISBN: 9783131741615; Online ISBN: 9783131975317; Book DOI: 10.1055/b-003-125813

1st edition © 2015. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry

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Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Type: Multivolume Edition

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Abstract

This chapter focuses on the selective biocatalytic ring opening of epoxides by water, leading to vicinal diols or other reaction products. This strategy is also used by nature to prepare a range of important metabolites and natural products by epoxide hydrolase catalyzed ring-opening reactions. The hydrolysis of easily accessible racemic epoxides to enantiomerically pure epoxides or vicinal diols has become of increasing interest as a method for preparing a great variety of chiral intermediates for the synthesis of pharmacologically active compounds, agrochemicals, flavors and fragrances, and metabolites.

Key words

epoxy compounds - oxiranes - epoxide hydrolase - diols - hydrolysis - resolution - ring opening
 
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