Gold-Catalyzed Intramolecular Tandem Cyclization of Alkynol-Tethered Alkylidenecyclopropanes to Construct Naphthalene-Fused Eight- to Eleven-Membered Cyclic Ethers,Advanced Synthesis & Catalysis

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Gold-Catalyzed Intramolecular Tandem Cyclization of Alkynol-Tethered Alkylidenecyclopropanes to Construct Naphthalene-Fused Eight- to Eleven-Membered Cyclic Ethers
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2021-10-13 , DOI: 10.1002/adsc.202101095
Le-Yi Tao ₁ , Yin Wei ₂ , Min Shi ₂

Affiliation

A gold-catalyzed intramolecular tandem cyclization of alkynol-tethered alkylidenecyclopropanes was reported in this paper, providing a synthetic route to access naphthalene-fused eight- to eleven-membered cyclic ether derivatives in moderate to good yields. On the basis of control experiments and DFT calculations, a reasonable reaction mechanism involving a gold carbene intermediate was proposed, which was formed via the 6-endo-dig enyne cyclization process.

中文翻译：

炔醇系亚烷基环丙烷的金催化分子内串联环化构建萘稠合的八至十一元环醚

本文报道了金催化的炔醇系亚烷基环丙烷的分子内串联环化，提供了一条合成路线，以中等至良好的产率获得萘稠合的八至十一元环醚衍生物。在对照实验和 DFT 计算的基础上，提出了一个合理的反应机理，其中涉及金卡宾中间体，它是通过6-endo-dig enyne 环化过程形成的。

更新日期：2021-11-23

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