Tetrahedron

A synthetic road to the forest of strychnos, aspidosperma, schizozygane and eburnamine alkaloids by way of the novel photoisomerization

Y Ban, K Yoshida, J Goto, T Oishi, E Takeda

Index: Ban, Yoshio; Yoshida, Kiyoshi; Goto, Jiro; Oishi, Takeshi; Takeda, Eiko; Ishigamori Tetrahedron, 1983 , vol. 39, # 22 p. 3657 - 3668

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Citation Number: 59

Abstract

The novel photoisomerization of 1-acylindoles accompanied by a conversion of indole to indolenine afforded 3-acylindolenines, a so far unknown reactive species, as a major product. This reaction was thorougly investigated and applied with success to the total synthesis of Strychnos, Aspidosperma, Schizozygane and Eburnamine alkaloids through a versatile intermediate 9-membered ring system, synthesized in a one pot reaction by ...

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