• Title/Summary/Keyword: Geranylated chalcone

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First Total Synthesis of Prorepensin with a Bis-Geranylated Chalcone

  • Jung, Eun-Mi;Lee, Yong-Rok
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2563-2566
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    • 2009
  • The first total synthesis of naturally occurring prorepensin with a bis-geranylated chalcone has been achieved by a convergent sequence. The key strategy involved in the synthesis of prorepensin was chalcone formation by aldol condensation of the corresponding geranylated acetophenone with geranylated benzaldehyde.

New Synthetic Routes to Biologically Interesting Geranylated Acetophenones from Melicope Semecarpifolia and Their Unnatural Prenylated and Farnesylated Derivatives

  • Xia, Likai;Narasimhulu, Manchala;Li, Xin;Shim, Jae-Jin;Lee, Yong-Rok
    • Bulletin of the Korean Chemical Society
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    • v.31 no.3
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    • pp.664-669
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    • 2010
  • This paper describes a new synthetic approach for biologically interesting geranylated acetophenones. The first total syntheses of 1-(5-geranyloxy-7-hydroxy-2,2-dimethyl-2H-chromen-8-yl)ethanone and 1-[5-geranyloxy-7-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-chromen-8-yl]ethanone, isolated from Melicope semecarpifolia, were carried out starting from commercially available 2,4,6-trihydroxyacetophenone.