Acidic Hydrogen-Tethered Allylic Carbonates for Phosphine-Catalyzed (4+2) Annulation of Sulfamate-Derived Cyclic Imines,Advanced Synthesis & Catalysis

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Acidic Hydrogen-Tethered Allylic Carbonates for Phosphine-Catalyzed (4+2) Annulation of Sulfamate-Derived Cyclic Imines
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2022-05-16 , DOI: 10.1002/adsc.202200333
Min Liu ₁ , Jianning Liao ₁ , Yujie Dong ₁ , Wangyu Shi ₁ , Yimin Hu ₁ , Jiaqing Xu ₁ , Wei Wang ₁ , Yong Xu ₁ , Hongchao GUO ₁

Affiliation

The acidic hydrogen-tethered allylic carbonates were successfully applied in phosphine catalysis. Their (4+2) annulation reaction with sulfamate-derived cyclic imines under phosphine catalysis worked well to produce tetrahydropyridine-fused heterocyclic compounds in high yields. A moderate ee was obtained in the initial screening. The zwitterionic intermediate produced through in-situ deprotonation functioned as a four-membered synthon.

中文翻译：

膦催化 (4+2) 环化氨基磺酸衍生环状亚胺的酸性氢束缚烯丙基碳酸酯

酸性氢束缚烯丙基碳酸酯已成功应用于膦催化。它们在膦催化下与氨基磺酸酯衍生的环状亚胺的 (4+2) 环化反应很好地生产出高产率的四氢吡啶稠合杂环化合物。在初始筛选中获得中等 ee。通过原位去质子化产生的两性离子中间体起到四元合成子的作用。

更新日期：2022-05-16

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