Synthesis and Isomerization of Biindolinones from Collybia peronata and Tricholoma scalpturatum

…, M Nilges, DL Van Vranken

Index: Stachel, Shawn J.; Nilges, Mark; Van Vranken, David L. Journal of Organic Chemistry, 1997 , vol. 62, # 14 p. 4756 - 4762

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Citation Number: 7

Abstract

Peronatins A and B and 7, 7'-dimethoxyperonatin B, originally isolated from the damaged fruiting bodies of Collybia peronata and Tricholoma scalpturatum, have been synthesized by oxidative dimerization of 2-alkylindoles. The conversion of peronatin A to peronatin B was shown to be catalyzed by Brønsted acids in chloroform solution and inhibited by triethylamine, implicating a retro-Mannich/Mannich isomerization pathway under these ...