• Title/Summary/Keyword: Ethylenediamine diacetate

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An Efficient and Concise Synthesis of Biologically Interesting Natural Flemichapparin A, Flemingin A, Flemingin D, and Their Non-natural Analogues

  • Lee, Yong-Rok;Xia, Likai
    • Bulletin of the Korean Chemical Society
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    • v.28 no.9
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    • pp.1579-1584
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    • 2007
  • The efficient and concise synthesis of natural and non-natural pyranochalcones was achieved from readily available 2,4,5-trihydroxyacetophenone. The key steps in the synthetic strategy were ethylenediamine diacetate-catalyzed benzopyran formation and aldol reactions.

Efficient Synthesis of Biologically Interesting Natural Pyranochalcones from Mallotus Philippensis and Their Unnatural Derivatives

  • Xia, Likai;Lee, Yong-Rok
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.2921-2927
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    • 2011
  • This paper describes efficient synthetic approaches for isolating biologically interesting natural pyranochalcones and their unnatural derivatives from Mallotus Philippensis. The key strategies involve ethylenediamine diacetate-catalyzed benzopyran formation reactions and base-catalyzed aldol reactions.

An Efficient and Concise Synthesis of Biologically Interesting Pyranochromenes by Ethylenediamine Diacetate-Catalyzed Double Condensation of Substituted Trihydroxybenzenes to α,β-Unsaturated Aldehydes and Application to Natural Product Analoges

  • Lee, Yong-Rok;Li, Xin
    • Bulletin of the Korean Chemical Society
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    • v.28 no.10
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    • pp.1739-1745
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    • 2007
  • A new methodology for the preparation of pyranochromenes was developed starting from substituted trihydroxybenzenes. This methodology was applied successfully to the total synthesis of biologically interesting compounds, clusiaphenone A, octandrenolone, O-methyloctandrenolone, trans-3''',4'''-dihydro- 3''',4'''-dihydroxy-O-methyloctandrenolone, trans-3'',4''-dihydro-3'',4''-dihydroxy-O-methyloctandrenolone, flemiculosin, laxichalcone, and racemic 3-deoxy-Ms-II.

Concise Synthesis of Biologically Interesting (±)-Cannabichromene, (±)-Cannabichromenic Acid, and (±)-Daurichromenic Acid

  • Lee, Yong-Rok;Wang, Xue
    • Bulletin of the Korean Chemical Society
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    • v.26 no.12
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    • pp.1933-1936
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    • 2005
  • Total synthesis of biologically interesting $({\pm})$-cannabichromene, $({\pm})$-cannabichromenic acid, and $({\pm})$-daurichromenic acid is described. The key step in the synthetic strategy involves the formation of benzopyrans by ethylenediamine diacetate-catalyzed reactions of resorcinols with $\alpha$,$\beta$-unsaturated aldehydes.

Efficient Synthesis of Bibenzyl Derivatives Bearing Pyranyl Moieties: First Total Synthesis of Bauhinol D

  • Park, Byung-Ho;Lee, Yong-Rok;Kim, Sung-Hong
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.566-570
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    • 2011
  • An efficient and general synthesis of bibenzyl derivatives bearing pyranyl rings was achieved by ethylenediamine diacetate-catalyzed reactions of 3,5-dihydroxybibenzyl with ${\alpha},{\beta}$-unsaturated aldehydes in moderate yields. These reactions provided naturally occurring compounds 1 and 2 in single step reaction. As an application of this methodology, biologically interesting natural bauhinol D (8) was synthesized by a convergent sequence from readily available benzaldehyde and benzyl phosphonate.