周环级联反应构建异chromenes：在生物碱苯并simuline 合成中的应用。
Pericyclic Cascade toward Isochromenes: Application to the Synthesis of Alkaloid Benzosimuline.
机构信息
Instituto de Química Rosario, Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario-CONICET , Suipacha 531, S2002LRK Rosario, Argentina.
出版信息
J Org Chem. 2016 Sep 2;81(17):7977-83. doi: 10.1021/acs.joc.6b01278. Epub 2016 Aug 11.
PMID:27487459
Abstract
The synthesis of biologically active alkaloid benzosimuline, isolated from the shrub Zanthoxylum simulans, is reported. Key transformation involves an oxa-6π electrocyclic ring-opening/hetero-Diels-Alder pericyclic cascade. Although the last aromatization step proved to be cumbersome, this work unfolds a unique route to access interesting molecules from simple precursors.
摘要
本文报道了从灌木花椒属植物中分离得到的生物活性生物碱苯并辛烷的合成。关键转化涉及一个氧杂-6π电环化/杂-Diels-Alder 周环反应级联。尽管最后一步的芳构化步骤证明很繁琐，但这项工作为从简单前体中获得有趣分子开辟了一条独特的途径。
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