Gold(I)-Catalyzed Synthesis of Furopyrans: Insight into Hetero-Diels–Alder Reactions
We report herein the synthesis of complex molecules containing furopyran cores through a gold(I)-catalyzed hetero-Diels–Alder cascade reaction. During this process, the diene and the dienophile are produced concomitantly by the action of a single catalyst from a single starting material. Moreover,...
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| Veröffentlicht in: | Organic letters 2019-08, Vol.21 (15), p.6084-6088 |
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| container_end_page | 6088 |
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| container_issue | 15 |
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| container_title | Organic letters |
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| creator | Pertschi, Romain Wagner, Patrick Ghosh, Nayan Gandon, Vincent Blond, Gaëlle |
| description | We report herein the synthesis of complex molecules containing furopyran cores through a gold(I)-catalyzed hetero-Diels–Alder cascade reaction. During this process, the diene and the dienophile are produced concomitantly by the action of a single catalyst from a single starting material. Moreover, six bonds, four heterocycles, and four controlled stereogenic centers are formed in a one-step operation. DFT calculations provide the mechanistic basis of this unprecedented reaction. |
| doi_str_mv | 10.1021/acs.orglett.9b02228 |
| format | Article |
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| language | eng |
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| source | ACS Publications |
| subjects | Chemical Sciences |
| title | Gold(I)-Catalyzed Synthesis of Furopyrans: Insight into Hetero-Diels–Alder Reactions |
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