Toshikazu Matsuoka, T. Hasegawa, K. Harano
1992
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0
Influential Citations
8
Citations
Journal
Heterocycles
Abstract
3,5-Dimethylpyridine N-oxide was allowed to react with phenylsulfonylpropadiene in CHCl 3 at room temperature to give a mixture of the 1:1 [1,5] sigmatropic rearrangement product and the 1:2 azetidine-type cycloadduct. The structure of the azetidine-type cycloadduct was determined by single crystal X-ray analysis. The reaction behavior and the regioselectivity are discussed in terms of the frontier molecular orbital considerations