1. Organocatalysis with endogenous compounds: Towards novel non-enzymatic reactions
- Author
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Alberg, David G., Poulsen, Thomas B., Bertelsen, Søren, Christensen, Kasper L., Birkler, Rune D., Johannsen, Mogens, and Jørgensen, Karl Anker
- Subjects
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CATALYSIS , *ORGANIC compounds , *CHEMICAL bonds , *CARBON , *CHEMICAL reactions , *ACETONE , *ALDEHYDES - Abstract
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. [Copyright &y& Elsevier]
- Published
- 2009
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