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Communication | Regular issue | Vol 24, No. 4, 1986, pp.881-884
Published online, 1st January, 1970
DOI: 10.3987/R-1986-04-0881
Intramolecular Cycloaddition of Allenecarboxylate. An Effect of Orbital Overlap Requirement of the Ester Linkage

Mitsutaka Yoshida, Mari Hiromatsu, and Ken Kanematsu*

*Institute of Synthetic Organic Chemistry, Faculty of Pharmaceutical Sciences, Kyushu University, 3-1-1 Maidashi, Higashi-ku, Fukuoka 812-8582, Japan

Abstract

The intramolecular cyclizations of the allenecarboxylates have been examined and two types of the cycloadditions are observed. The periselectivity in these reactions was discussed on the basis of the effect of orbital overlap requirements of the ester linkage in the transition state.