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Paper | Special issue | Vol 99, No. 2, 2019, pp.875-890
Published online, 5th December, 2018
DOI: 10.3987/COM-18-S(F)56
Synthetic Studies on Pyrroloindolizidine Skeleton Based on Gold–Catalyzed Hydroamination–Enamine Cyclization–Ring–Closing Metathesis Strategy

Kenji Sugimoto,* Natsumi Matsuo, Daisuke Tominaga, and Yuji Matsuya*

*Graduate School of Medicine and Pharmaceutical Sciences, University of Toyama, 2630 Sugitani, Toyama 930-0194, Japan

Abstract

A pyrroloindolizidine skeleton, which is observed in myrmicarin alkaloids isolated from African ant, is highly unique, oligocyclic indolizidine derivative. We describe here an attempt on a synthesis of a pyrroloindolizidine skeleton with our originally developed gold–catalyzed cascade reaction and a newly developed synthetic route for the skeleton via gold–catalyzed hydroamination–enamine cyclization–ring–closing metathesis.