Journal of Applied Biological Chemistry

The Korean Society for Applied Biological Chemistry (한국응용생명화학회)
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Synthesis and the Absolute Configurations of Isoflavanone Enantiomers

  • Won, Dong-Ho (Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University) ;
  • Shin, Bok-Kyu (Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University) ;
  • Han, Jae-Hong (Metalloenzyme Research Group and Department of Biotechnology, Chung-Ang University)
  • Published : 2008.02.29
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Abstract

Isoflavanone has been synthesized from the reduction of isoflavone in nearly quantitative yield. Isoflavone with seven equivalents of ammonium formate in the presence of Pd/C in ethanol under $N_2$ atmosphere exclusively produced the two-electron reduced product in two hours. It was characterized by various spectroscopic methods, including UV-VIS, EI-MS, $^1H$-NMR, $^{13}C$-NMR and $^1H$, $^1H$-COSY. The racemic mixture was separated by Sumi-Chiral column chromatography and the absolute configurations of the enantiomers were characterized by circular dichroism spectroscopy.

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References

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