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Communication | Special issue | Vol 46, No. 1, 1997, pp.95-99
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S36
1,3-Dipolar Cycloadditions of α-Methoxy-carbonylnitrones in the Presence of Eu(fod)3

Osamu Tamura,* Naka Mita, Kentoku Gotanda, Ken-ichi Yamada, Tsuyoshi Nakano, Ruriko Katagiri, and Masanori Sakamoto*

*Meiji Pharmaceutical University, 2-522-1 Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

1,3-Dipolar cycloadditions of α-methoxycarbonylnitrones (1) in the presence of Eu(fod)3 were investigated. Treatment of the nitrones (1) with vinyl ethers (2) in the presence of Eu(fod)3 caused intemolecular cycloaddition to give stereoselectively trans-adducts (trans-3). In contrast, the reactions of the nitrones (1) with allyl alcohols (4) under similar conditions induced transesterification and intramolecular cycloaddition to afford polycyclic products (5).