Neighboring π-Coordination in Palladium Catalyzed [4+4] Cycloaddition of γ-Methylidene-δ-Valerolactones with Divinylketones,Advanced Synthesis & Catalysis

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Neighboring π-Coordination in Palladium Catalyzed [4+4] Cycloaddition of γ-Methylidene-δ-Valerolactones with Divinylketones
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2024-07-19 , DOI: 10.1002/adsc.202400234
Xiaoying Wu ₁ , Wei Feng ₁ , Jiayi Zhao ₁ , Daoshan Yang ₁ , Ran Song ₁ , Wen Si ₁ , Jian Lv ₁

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A palladium-catalyzed [4+4] cycloaddition of aryl-substituted γ-methylidene-δ-valerolactones (GMDVs) with divinylketones (DVKs) was developed, providing an approach to access various mono-cyclic tetrahydro-2H-oxocines with diverse substituents in 41% to 95% yield with 81:19 to >20:1 dr. This reaction was facilitated by anchoring olefin (C=C), carbonyl (C=O), and arene (Ar) at the α-position of carbonyls.

中文翻译：

钯催化的 γ-亚甲基-δ-戊内酯与二乙烯基酮的 [4+4] 环加成反应中的邻近 π 配位

开发了芳基取代的γ-亚甲基-δ-戊内酯（GMDV）与二乙烯基酮（DVK）的钯催化[4+4]环加成反应，提供了一种获得具有不同取代基的各种单环四氢-2H-氧辛的方法81:19 至 >20:1 dr 的产率为 41% 至 95%。通过将烯烃 (C=C)、羰基 (C=O) 和芳烃 (Ar) 锚定在羰基的 α 位来促进该反应。

更新日期：2024-07-19

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