硅基烯醇醚底物的 Pauson-Khand 反应合成含氧环戊烯酮
Oxygenated Cyclopentenones via the Pauson-Khand Reaction of Silyl Enol Ether Substrates.
机构信息
Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, Scotland, U.K.
Medicines Research Centre, GlaxoSmithKline, Gunnels Wood Road, Stevenage, Hertfordshire SG1 2NY, England, U.K.
出版信息
Org Lett. 2022 Apr 15;24(14):2750-2755. doi: 10.1021/acs.orglett.2c00856. Epub 2022 Apr 4.
We report here the application of silyl enol ether moieties as efficient alkene coupling partners within cobalt-mediated intramolecular Pauson-Khand reactions. This cyclization strategy delivers synthetically valuable oxygenated cyclopentenone products in yields of ≤93% from both ketone- and aldehyde-derived silyl enol ethers, incorporates both terminal and internal alkyne partners, and delivers a variety of decorated systems, including more complex tricyclic structures. Facile removal of the silyl protecting group reveals oxygenated sites for potential further elaboration.
我们在此报告了硅基烯醇醚作为有效烯烃偶联伙伴在钴介导的分子内 Pauson-Khand 反应中的应用。这种环化策略从酮和醛衍生的硅基烯醇醚中以最高达 93%的收率提供了具有合成价值的含氧环戊烯酮产物，包含末端和内部炔烃偶联伙伴，并提供了各种修饰系统，包括更复杂的三环结构。硅基保护基团的易于去除揭示了潜在进一步修饰的含氧部位。
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