Please use this identifier to cite or link to this item: http://hdl.handle.net/10637/15721

Induced axial chirality in biocatalytic asymmetric ketone reduction

Title: Induced axial chirality in biocatalytic asymmetric ketone reduction
Authors : Agudo Torres, Rubén
Roiban, Gheorghe-Doru
Reetz, Manfred T.
Keywords: GeneticsKetonesPeptides and proteinsRedox reactionsStereoselectivity
Publisher: ACSPublications
Citation: Agudo, Rubén; Roiban, Gheorghe-Doru; Reetz, Manfred T. (2016). Induced Axial Chirality in Biocatalytic Asymmetric Ketone Reduction. ACS Publications. Collection. https://doi.org/10.1021/ja3092517
Abstract: Catalytic asymmetric reduction of prochiral ketones of type 4-alkylidene cyclohexanone with formation of the corresponding axially chiral R-configurated alcohols (up to 99% ee) was achieved using alcohol dehydrogenases, whereas chiral transition-metal catalysts fail. Reversal of enantioselectivity proved to be possible by directed evolution based on saturation mutagenesis (up to 98% ee (S)). Utilization of ketone with a vinyl bromide moiety allows respective R- and S-alcohols to be exploited as key compounds in Pd-catalyzed cascade reactions.
URI: http://hdl.handle.net/10637/15721
Rights : http://creativecommons.org/licenses/by-nc-nd/4.0/deed.es
ISSN: 1520-5126
Issue Date: 6-Feb-2013
Center : Universidad San Pablo-CEU
Appears in Collections:Facultad de Farmacia





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