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Communication | Regular issue | Vol 24, No. 3, 1986, pp.629-632
Published online, 1st January, 1970
DOI: 10.3987/R-1986-03-0629
Sequential Intramolecular Diels-Alder Reaction and Intermolecular 1,3-Dipolar Cycloaddition Reaction: One-pot [6.6.5]Annelation Reaction Leading to the Formation of Polyazasteroid Type Skeletons

Otohiko Tsuge,* Kazunori Ueno, and Shuji Kanemasa

*Research Institute of Industrial Science, Faculty of Engineering, Kyushu University, 6-1, Kasuga-koen, Kasuga 816-8580, Japan


The reaction of methyl o-(2-furylmethyloxy)- and o-[N-ethyl-N-2-(furylmethyl)amino]cinnamate with phenyl azide provided the one-pot [6.6.5]annelation reaction leading to the formation of polyaza-steroid type skeletons through an intramolecular Diels-Alder reaction, followed by an intermolecular 1,3-dipolar cycloaddition reaction.