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Paper | Regular issue | Vol 43, No. 10, 1996, pp.2205-2214
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7551
Tin(IV) Chloride Catalyzed Herero-Diels-Alder Reaction of Methyl 2-Oxo-4-phenyl-3-butenoate with Styrene

Akira Sera, Naohiro Ueda, Kuniaki Itoh, and Hiroaki Yamada

*Department of Chemistry, Faculty of Science, Kobe University, Nada-Ku, Kobe 6557-8501, Japan

Abstract

Hetero-Diels-Alder reactions of methyl 2-oxo-4-phenyl-3-butenoate with stryene to give dihydropyran derivatives were found to proceed through an exo-selective concerted as well as an ionic stepwise mechanisms concurrently.