通过硅基乙二醛的 Reformatsky/Claisen 缩合反应，对裂环烯醚萜内酯 B 进行了正规合成。
Formal synthesis of leustroducsin B via Reformatsky/Claisen condensation of silyl glyoxylates.
机构信息
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
出版信息
Org Lett. 2011 Jun 17;13(12):3206-9. doi: 10.1021/ol2011192. Epub 2011 May 17.
Abstract
A formal synthesis of leustroducsin B has been completed. The synthesis relies upon a recently developed Reformatsky/Claisen condensation of silyl glyoxylates and enantioenriched β-lactones that establishes two of the molecule's three core stereocenters and permits further elaboration to an intermediate in Imanishi's synthesis via reliable chemistry (Prasad reduction, asymmetric pentenylation, Mitsunobu inversion).
摘要
已完成利司扑兰 B 的全合成。该合成依赖于最近开发的硅基乙二醛酸酯和手性富集的β-内酰胺的 Reformatsky/Claisen 缩合反应，该反应建立了分子的三个核心手性中心中的两个，并通过可靠的化学方法（Prasad 还原、不对称戊烯化、Mitsunobu 反转）进一步衍生为 Imanishi 合成中的中间产物。
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