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Paper | Regular issue | Vol 60, No. 10, 2003, pp.2259-2271
Published online, 18th August, 2003
DOI: 10.3987/COM-03-9849
Investigation of the Intermolecular Pauson-Khand Reaction of Various 1-Alkynes with Cyclic Exo-methylene Compounds

Miyuki Ishizaki,* Mieko Zyo, Yasuhiro Kasama, Yuka Niimi, Osamu Hoshino,* Kiyoshi Nishitani, and Hiroshi Hara

*Faculty of Pharmaceutical Sciences, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan


Intermolecular Pauson-Khand reaction of various 1-alkynes with 4-exo-methylenepiperidine and -cyclohexane derivatives to give corresponding spirocyclopentenones was investigated. The reaction of m- and p-substituted arylalkynes furnished corresponding spirocyclic compounds in good yields, while that of o-substituted arylalkynes and 1-hexyne proceeded in nil to moderate yield.