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Enantioselective Enzyme-Catalysed Synthesis of Cyanohydrins

[ Vol. 6 , Issue. 1 ]

Author(s):

Jarle Holt and Ulf Hanefeld   Pages 15 - 37 ( 23 )

Abstract:


Cyanohydrins are valuable intermediates in organic synthesis. They enable an extensive chemistry that can be implemented starting either from the nitrile or from the hydroxy functionality. A number of challenges relevant to the enzyme-catalysed synthesis of chiral cyanohydrins have been addressed in recent years. In this review we will discuss three topics: (1) The enantioselective synthesis of cyanohydrins catalysed by Hydroxynitrile Lyases (Oxynitrilases); (2) The preparation of enantiopure cyanohydrins catalysed by hydrolases/ lipases via (dynamic) kinetic resolutions and (3) the (in situ) conversion of the enantiopure cyanohydrins, extending the use of cyanohydrins as building blocks in organic synthesis.

Keywords:

Cyanohydrin, hydroxynitrile lyase, oxynitrilase, lipase, kinetic resolution, dynamic kinetic resolution

Affiliation:

Gebouw voor Scheikunde, Afdeling Biotechnologie, Technische Universiteit Delft, Julianalaan 136, 2628 BL Delft, The Netherlands.



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