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Communication | Regular issue | Vol 19, No. 10, 1982, pp.1823-1828
Published online, 1st January, 1970
DOI: 10.3987/R-1982-10-1823
Synthesis of Some Oxazolin-5-one-4-spiro-1’-cyclopropanes Having Functional Groups and Their Thermal Rearrangements

Otohiko Tsuge, Michihiko Noguchi, and Hiroyuki Moriyama

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


4-Cycloalkylidene-2-phenyl-2-oxazolin-5-ones reacted with carbonyl-stabilized sulfur methylides to give the corresponding dispiro compounds, which on heating were converted into retro-ene reaction products. The reaction of 4-cinnamylidene-2-phenyl-2-oxazolin-5-one with sulfur allylides afforded the Cope rearrangement products, accompanied by a spiro-cis-divinylcyclopropane in a certain case.