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Aryne 酰基烷基化在苯并稠合大环内酯天然产物的通用和会聚合成中的应用:(-)-弯蒴滨的对映选择性合成。

Aryne acyl-alkylation in the general and convergent synthesis of benzannulated macrolactone natural products: an enantioselective synthesis of (-)-curvularin.

机构信息

Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.

出版信息

Org Lett. 2010 Apr 2;12(7):1612-4. doi: 10.1021/ol100335y.

Abstract

A general approach for the synthesis of benzannulated macrolactone natural products utilizing an aryne acyl-alkylation reaction is described. Toward this end, the total syntheses of the natural products (-)-curvularin, curvulin, and (-)-diplodialide C are reported. Furthermore, the aryne insertion technology has enabled the rapid conversion of simple diplodialide natural products to curvularin, thereby connecting these two biosynthetically distinct classes of compounds via synthetic methods.

摘要

描述了一种利用芳基炔酰基烷基化反应合成苯并环化大环内酯天然产物的一般方法。为此,报告了天然产物(-)-curvularin、curvulin 和(-)-diplodialide C 的全合成。此外,芳炔插入技术能够使简单的 diplodialide 天然产物快速转化为 curvularin,从而通过合成方法将这两种生物合成上不同的化合物类连接起来。

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