Organic letters

An Aza-Wittig/π-Furan Cyclization Approach Toward the Homoerythrina Alkaloid (±)-Selaginoidine

MP Cassidy, AD Özdemir, A Padwa

文献索引：Cassidy, Michael P.; Oezdemir, Ayse Daut; Padwa, Albert Organic Letters, 2005 , vol. 7, # 7 p. 1339 - 1342

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被引用次数: 32

摘要

A one-pot procedure was developed to efficiently prepare hexahydroindolinones containing a tethered furan ring. Reaction of a furanyl azide with Bu3P delivered the iminophosphorane, which was allowed to react with 1-methyl-(2-oxocyclohexyl) acetic acid to give the desired hexahydroindolinone ring system. Further treatment with trifluoroacetic acid afforded the tetracyclic lactam skeleton found in the alkaloid (±)-selaginoidine.