Department of Chemistry, University of Crete, Voutes, Iraklion, Greece.
Org Biomol Chem. 2011 Aug 21;9(16):5655-8. doi: 10.1039/c1ob05567d. Epub 2011 Jun 27.
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.
(β-酮基)-2-取代呋喃的光氧化作用,在一锅操作中,以良好到优异的产率得到了官能化的 3(2H)-呋喃酮。该方法被应用于 sesquiterpene merrekentrone C 的简洁和仿生合成的关键步骤。merrekentrone C 的前体,酮二呋喃,是通过芬顿型条件下α-碘-3-乙酰基呋喃与烯基呋喃的交叉偶联合成的。