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Acid-Mediated Intermolecular [3 + 2] Cycloaddition toward Pyrrolo[2,1-a]isoquinolines: Total Synthesis of the Lamellarin Core and Lamellarin G Trimethyl Ether

Author:
Zheng, Kai-Lu, You, Min-Qi, Shu, Wen-Ming, Wu, Yan-Dong, Wu, An-Xin
Source:
Organic letters 2017 v.19 no.9 pp. 2262-2265
ISSN:
1523-7052
Subject:
Lewis acids, Suzuki reaction, catalytic activity, chemical structure, cycloaddition reactions, isoquinolines, palladium
Abstract:
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.
Agid:
5794031