1,3-Dipolar cycloaddition reactions of cis-3,4-dichlorocyclobutene with several nitrile oxides yield mixtures of syn- and anti- 4-substituted 6,7-dichloro-2-oxa-3-azabicyclo[3.2.0]hept-3-enes. The structures of the cycloadducts are deduced from n.m.r. and dipole moment data and a possible explanation for the abnormally high proportion of the sterically disfavoured syn-isomer is presented.
G. Bianchi, C. De Micheli, A. Gamba and R. Gandolfi, J. Chem. Soc., Perkin Trans. 1, 1974, 137 DOI: 10.1039/P19740000137
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