Enantioselective synthesis of spirooxindole-pyran derivatives via a remote inverse-electron-demand Diels-Alder reaction of β,γ-unsaturated amides.
Yuzhen ChenJiajia ChenLin ZhongYili ZhangRuoting ZhanHuicai HuangYongbo XuePublished in: Organic & biomolecular chemistry (2024)
Novel construction methods for obtaining 3,4'-pyran spirooxindole heterocyclic skeletons have always been the focus of attention. Herein, we report a highly enantioselective inverse-electron-demand oxa-Diels-Alder cycloaddition reaction of a β,γ-unsaturated pyrazole amide and a N -diphenyl isatin-derived oxodiene using a bifunctional catalyst. In addition, large-scale experiments confirmed the reliability of the reaction. The resultant products of this study can be further transformed.