Kenan Laboratory of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599, USA.
Org Lett. 2011 Sep 16;13(18):4890-3. doi: 10.1021/ol201981j. Epub 2011 Aug 19.
The total syntheses of (+)-vigulariol and (-)-sclerophytin A are reported in 15 steps and 16 steps, respectively, from a known compound. The flexible, readily scalable synthetic strategy allows for rapid construction of a critical tricyclic intermediate and is demonstrated via the synthesis of these two marine natural products. A key reaction in this synthetic protocol is a combination Wittig/intramolecular Diels-Alder cycloaddition.
(+)-vigulariol 和(-)-sclerophytin A 的全合成分别通过 15 步和 16 步反应,从一个已知化合物出发。该灵活、易于扩展的合成策略可快速构建关键的三环中间体,并通过这两种海洋天然产物的合成为例得到了证明。该合成方案中的关键反应是Wittig/分子内 Diels-Alder 环加成反应的组合。