Functionalized 3(2H)-furanones via photooxygenation of (β-keto)-2-substituted furans: Application to the biomimetic synthesis of merrekentrone C†,10.1039/C1OB05567D

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

Functionalized 3(2H)-furanones via photooxygenation of (β-keto)-2-substituted furans: Application to the biomimetic synthesis of merrekentrone C†

Charis Gryparis,Ioannis N. Lykakis,Christina Efe,Ioannis-Panayotis Zaravinos,Theonymphi Vidali,Eugenia Kladou,Manolis Stratakis

Organic & Biomolecular Chemistry Pub Date : 06/27/2011 00:00:00 , DOI:10.1039/C1OB05567D

Abstract

Photooxygenation of (β-keto)-2-substituted furans leads, in a one pot operation, to functionalized 3(2H)-furanones with good to excellent yields. This methodology was applied as a key-step to the concise and biomimetic synthesis of the sesquiterpene merrekentrone C. The precursor to merrekentrone C, keto difuran, was synthesized using a cross coupling of α-iodo-3-acetylfuran with an alkenyl furan under Fenton-type conditions.