Literature DB >> 16869632

Catalytic hydrogenation of alpha,beta-epoxy ketones to form beta-hydroxy ketones mediated by an NADH coenzyme model.

Hua-Jian Xu1, You-Cheng Liu, Yao Fu, Yun-Dong Wu.   

Abstract

[reaction: see text] The hydrogenation of alpha,beta-epoxy ketones can be mediated by a catalytic amount of BNAH or BNA(+)Br(-) to form corresponding beta-hydroxy ketones in high yield. Na2S2O4 is used as the reducing agent to convert BNA(+)Br(-) to BNAH. A radical mechanism has been proposed to understand many observations of this catalytic reaction.

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Year:  2006        PMID: 16869632     DOI: 10.1021/ol0610892

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Accessing non-natural reactivity by irradiating nicotinamide-dependent enzymes with light.

Authors:  Megan A Emmanuel; Norman R Greenberg; Daniel G Oblinsky; Todd K Hyster
Journal:  Nature       Date:  2016-12-14       Impact factor: 49.962

2.  A new type of NADH model compound: synthesis and enantioselective reduction of benzoylformates to the corresponding mandelates.

Authors:  Jia Zhao; Nai-Xing Wang; Wu-Wei Wang; Gui-Xia Wang; Yan-Hong Liu; Li Li; Jin-Lan Yu; Xin-Liang Tang
Journal:  Molecules       Date:  2007-05-11       Impact factor: 4.411

3.  Cascade Reaction by Chemo- and Biocatalytic Approaches to Obtain Chiral Hydroxy Ketones and anti 1,3-Diols.

Authors:  Raffaella Gandolfi; Giorgio Facchetti; Michael S Christodoulou; Marco Fusè; Fiorella Meneghetti; Isabella Rimoldi
Journal:  ChemistryOpen       Date:  2018-05-25       Impact factor: 2.911

  3 in total

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