3 years ago![Acid-Mediated Intermolecular [3 + 2] Cycloaddition toward Pyrrolo[2,1-a]isoquinolines: Total Synthesis of the Lamellarin Core and Lamellarin G Trimethyl Ether](/image/eyJ1cmkiOiJodHRwOi8vcHVicy5hY3Mub3JnL2FwcGwvbGl0ZXJhdHVtL3B1Ymxpc2hlci9hY2hzL2pvdXJuYWxzL2NvbnRlbnQvb3JsZWY3LzAvb3JsZWY3LmFoZWFkLW9mLXByaW50L2Fjcy5vcmdsZXR0LjdiMDA3NjkvMjAxNzA0MTkvaW1hZ2VzL21lZGl1bS9vbC0yMDE3LTAwNzY5NV8wMDA4LmdpZiIsImZvcm1hdCI6IndlYnAiLCJxdWFsaXR5IjoxMDAsIndpZHRoIjo1MTIsIm5vQ2FjaGUiOnRydWV9.webp)
Acid-Mediated Intermolecular [3 + 2] Cycloaddition toward Pyrrolo[2,1-a]isoquinolines: Total Synthesis of the Lamellarin Core and Lamellarin G Trimethyl Ether
Kai-Lu Zheng, Wen-Ming Shu, An-Xin Wu, Min-Qi You, Yan-Dong Wu
A novel one-pot reaction has been developed for the efficient synthesis of pyrrolo[2,1-a]isoquinolines and 1-dearyllamellarin core from (E)-(2-nitrovinyl)benzenes and azomethine ylides generated in situ. This strategy provides a concise total synthesis of the lamellarin core and lamellarin G trimethyl ether using electrophilic substitution and palladium-catalyzed Suzuki–Miyaura cross-coupling reactions.
Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b00769
DOI: 10.1021/acs.orglett.7b00769
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