First total synthesis of (±)-strychnofoline via a highly selective ring-expansion reaction

A Lerchner, EM Carreira

文献索引：Lerchner, Andreas; Carreira, Erick M. Journal of the American Chemical Society, 2002 , vol. 124, # 50 p. 14826 - 14827

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被引用次数: 114

摘要

An efficient synthesis of the antitumor alkaloid (±)-strychnofoline is documented. Key to the development of the highly convergent strategy delineated is the coupling of a cyclic imine with spiro [cyclopropan-1, 3'-oxindole], which takes place in a highly diastereoselective manner. The ability to conduct annulation reactions of spirocyclopropyloxindoles with functionalized cyclic imines provides new avenues for the preparation of this important ...