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Paper | Regular issue | Vol 27, No. 12, 1988, pp.2825-2832
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4679
Regioselectivity in the 1,3-Dipolar Cycloaddition Reaction of 3-Methyloxazolium 5-Olates with Acetylenic Dipolarophiles

Piero Dalla Croce and Concetta La Rosa*

*Dipartimento di Chimica Organica e Industriale, Centro C. N. R., Università degli Studi di Milano, V. Venezian 21, I-20133 Milano, Italy

Abstract

The cycloaddition reaction of unsymmetrically substituted munchnones with monosubstituted alkynes has been examined. The reaction affords a mixture of regioisomeric pyrroles. The observed regioselectivity is qualitatively discussed on the basis of the MO-perturbation theory.