Synthesis of fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside based on site-selective deacetylation and deoxygenation

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Abstract

Fisetin and 2′,4′,6′-trihydroxydihyrochalcone 4′-O-β-neohesperidoside were synthesized from commercially available quercetin and naringin in five steps. The key steps are site-selective deacetylation and subsequent deoxygenation. The target molecules were obtained in 37% and 23% yields from the starting materials, respectively.

Original languageEnglish
Pages (from-to)1316-1322
Number of pages7
JournalBioscience, Biotechnology and Biochemistry
Volume82
Issue number8
DOIs
Publication statusPublished - 2018 Jan 1

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Keywords

  • Deoxygenation
  • Dihydrochalcone glycoside
  • Fisetin
  • Site-selective deacetylation
  • Triflate

ASJC Scopus subject areas

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

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