Literature DB >> 19364643

Organocatalysis with endogenous compounds: towards novel non-enzymatic reactions.

David G Alberg1, Thomas B Poulsen, Søren Bertelsen, Kasper L Christensen, Rune D Birkler, Mogens Johannsen, Karl Anker Jørgensen.   

Abstract

The aldol reaction of the endogeneous compounds acetone and methylglyoxal has been studied using organocatalysis in relation to biologically relevant non-enzymatic reactions. Under preparative conditions, 3-hydroxy-2,5-hexadione, known as Henze's ketol, is formed in high yield and with enantioselectivities up to 88% ee. Furthermore, Henze's ketol is also formed under simulated physiological conditions at micromolar scale, indicating that this reaction might take place in living organisms.

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Year:  2009        PMID: 19364643     DOI: 10.1016/j.bmcl.2009.03.128

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  1 in total

1.  Organocatalytic Asymmetric Aldol Reaction of Arylglyoxals and Hydroxyacetone: Enantioselective Synthesis of 2,3-Dihydroxy-1,4-diones.

Authors:  Yu-Hao Zhou; Yu-Zu Zhang; Zhu-Lian Wu; Tian Cai; Wei Wen; Qi-Xiang Guo
Journal:  Molecules       Date:  2020-02-03       Impact factor: 4.411

  1 in total

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