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通过热促进的环己二烯酮键联的丙二烯分子内环加成反应合成环丁烷并合含氧三环骨架。

Synthesis of cyclobutane-fused oxygen-containing tricyclic framework via thermally promoted intramolecular cycloaddition of cyclohexadienone-tethered allenes.

机构信息

College of Chemistry & Environmental Engineering, Anyang Institute of Technology, Anyang, Henan 455000, China and The State Key Laboratory of Chemical Oncogenomics, Shenzhen Engineering Laboratory of Nano Drug Slow-Release, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen 518055, China.

The State Key Laboratory of Chemical Oncogenomics, Shenzhen Engineering Laboratory of Nano Drug Slow-Release, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen 518055, China.

出版信息

Chem Commun (Camb). 2020 Mar 19;56(23):3405-3408. doi: 10.1039/d0cc00061b.

Abstract

We have developed a unique approach for the thermally promoted cycloaddition of cyclohexadienone-tethered allenes to form a versatile cyclobutane-fused oxygen-containing tricyclic framework in an environmentally friendly and atomic economic fashion with high regioselectivity. The reaction encompasses a broad substrate scope and functional group tolerance of cyclohexadienone moieties. Moreover, the cycloaddition was also applicable to the late-stage functionalization of pharmaceutically relevant compounds.

摘要

我们开发了一种独特的方法,用于促进热环加成反应,将环己二烯酮键合的丙二烯环加成,以环保且原子经济的方式高区域选择性地形成多功能的环丁烷稠合含氧三环骨架。该反应涵盖了广泛的底物范围和环己二烯酮部分的官能团耐受性。此外,该环加成反应也适用于药物相关化合物的后期功能化。

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