Department of Chemistry , Dartmouth College , Burke Laboratory, Hanover , New Hampshire 03755 , United States.
Department of Chemistry , University of California-San Diego , La Jolla , California 92093 , United States.
Org Lett. 2019 Aug 2;21(15):6126-6129. doi: 10.1021/acs.orglett.9b02278. Epub 2019 Jul 12.
An annulation reaction is described to access a range of polycyclic and highly oxygenated carbocycles. First developed in an approach to the synthesis of ryanodol, metallacycle-mediated annulative diketone-alkyne coupling defines a framework for realization of new retrosynthetic relationships for complex molecule synthesis. In addition to demonstrating this reaction in the context of forging distinct carbocyclic systems, including those featuring a seven-membered ring, the choice of quenching reagent leads to unique reaction outcomes.
本文描述了一种环化反应,可用于构建一系列多环和高度含氧的碳环。该反应最初是为了合成雷尼酸而开发的,金属环介导的环化二酮-炔烃偶联定义了实现复杂分子合成新反合成关系的框架。除了在构建不同的碳环体系(包括具有七元环的体系)的背景下展示该反应外,选择猝灭试剂还会导致独特的反应结果。