- An efficient synthesis of (±)-panduratin A and (±)-isopanduratin A, inhibitors of dengue-2 viral activity
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Panduratin A and its regioisomer isopanduratin A are synthesized in four steps from (E)-ocimene, [(E)-3,7-dimethyl-1,3,6-octatriene] via a Diels-Alder cycloaddition reaction.
- Chee, Chin Fei,Abdullah, Iskandar,Buckle, Michael J.C.,Rahman, Noorsaadah Abd
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- Silver nanoparticle-Catalyzed diels-alder cycloadditions of 2′-hydroxychalcones
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Metal nanoparticles are currently being employed as catalysts for a number of classical chemical transformations. In contrast, identification of novel reactions of nanoparticles, especially toward the synthesis of complex natural products and derivatives, is highly underdeveloped and represents a bourgeoning area in chemical synthesis. Herein, we report silica-supported silver nanoparticles as solid, recyclable catalysts for Diels-Alder cycloadditions of 2′-hydroxychalcones and dienes in high yield and turnover number. The use of silver nanoparticle catalysts is further demonstrated by the total synthesis of the cytotoxic natural product panduratin A employing a highly electron-rich dienophile and Lewis acid sensitive diene.
- Cong, Huan,Becker, Clinton F.,Elliott, Sean J.,Grinstaff, Mark W.,Porco Jr., John A.
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supporting information; experimental part
p. 7514 - 7518
(2010/08/04)
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