2.3.2 Addition of Water to C=C Bonds

V. Resch; U. Hanefeld

doi:10.1055/sos-SD-215-00136

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Faber, K. et al.: 2015 Science of Synthesis: Biocatalysis Organic Synthesis 2 DOI: 10.1055/sos-SD-215-00136

Biocatalysis in Organic Synthesis 2

2.3.2 Addition of Water to C=C Bonds

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Buch

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

Autoren: 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.

Titel: Biocatalysis Organic Synthesis 2

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

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

Fachgebiete: Organische Chemie

Science of Synthesis Reference Libraries

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Titel: Science of Synthesis

DOI: 10.1055/b-00000101

Typ: Mehrbändiges Werk

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Abstract

While chemists struggle to find efficient methods to perform the asymmetric addition of water, nature employs countless enzymes (called hydratases or hydro-lyases) to perform this reaction using substrates with both activated and nonactivated double bonds. However, compared to the vast number of hydratases involved in metabolic pathways in nature, only a few are described for their use in organic synthesis. Nevertheless, their potential in asymmetric catalysis has been recognized and some hydratases are used on a large scale in industrial processes. Since hydratases perform the addition of water, water is used as both a solvent and a reagent, opening up a very efficient and green route to both secondary and tertiary alcohols. This chapter focuses on hydratases that catalyze interesting reactions and are tested beyond their biochemical characterization.

Schlüsselwörter

acetylene hydratase - aconitase - carotenoid hydratases - citraconase - fumarase - hydratase - hydratase–tautomerase bifunctionality - hydro-lyase - kievitone hydratase - limonene hydratase - linalool dehydrogenase–isomerase - malease - oleate hydratase - phaseollidin hydratase - urocanase - water addition

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