Brønsted Acid‐Promoted Diastereoselective [4+1] Cyclization Reaction of Enamides and Sulfoxonium Ylides,Advanced Synthesis & Catalysis

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Brønsted Acid‐Promoted Diastereoselective [4+1] Cyclization Reaction of Enamides and Sulfoxonium Ylides
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-06-04 , DOI: 10.1002/adsc.202000567
Nan Luo ₁ , Zhenzhen Zhan ₁ , Zihui Ban ₁ , Guoqiang Lu ₁ , Jianping He ₁ , Fangpeng Hu ₁ , Guosheng Huang ₁

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A metal‐free synthesis of trisubstituted trans‐oxazolines using enamides and sulfoxonium ylides was developed in this study. A [4+1] cyclization reaction was realized by the formation of C−C and C−O bonds under mild conditions, wherein the reaction was catalyzed by HClO₄. This strategy produced trans‐oxazolines in good yields with considerable diastereoselective control and is sufficient for large‐scale synthesis.

中文翻译：

布朗斯台德酸促进的非对映选择性[4 + 1]环化反应的酰胺和S盐。

在这项研究中，开发了使用酰胺和亚砜基鎓盐的无金属合成三取代反式恶唑啉的方法。通过在温和条件下形成C-C和C-O键可实现[4 + 1]环化反应，其中该反应由HClO ₄催化。该策略以相当高的非对映选择性控制生产了高收率的反式恶唑啉，足以用于大规模合成。

更新日期：2020-08-04

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