On the reaction of (vinylimino) phosphoranes and related compounds. 20. Syntheses and properties of methanocyclodeca [b] pyridine ring systems

N Kanomata, H Kawaji, M Nitta

Index: Kanomata, Nobuhiro; Kawaji, Hiroyuki; Nitta, Makoto Journal of Organic Chemistry, 1992 , vol. 57, # 2 p. 618 - 625

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Citation Number: 18

Abstract

Staudinger reaction of 2-and 3-azid0-1, 6-methano [lO] annulenes (5 and 6). The compound 8x was inert to a, P-unsaturated ketones, while compounds 8y and 9y were found to react with a&unsaturated ketones in enamine-alkylation process followed by aza-Wittig reaction and dehydrogenation to give 7, 12-and 5, lO-methanocyclodeca [b] pyridines 2Oa-f and 26a, f, respectively. The reactivity of 8 and 9 as well as the site selectivity of 9 was suggested by ...