Lr. Domingo et al., THEORETICAL-STUDY OF THE REACTIONS OF 1-METHYL-2-VINYLPYRROLE WITH METHYL PROPIOLATE AND WITH DIMETHYL ACETYLENEDICARBOXYLATE, Journal of molecular structure. Theochem, 362(2), 1996, pp. 209-213
A theoretical study of the transition structures for the reactions of
1-methyl-2-vinylpyrrole 1 with methyl propiolate (MP) and with dimethy
l acetylenedicarboxylate (DMAD) indicates that, for this vinyl system,
the factor controlling the different courses of the reaction is the l
ower activation energy for the formation of the transition state in th
e second cycloaddition with MP, compared to that with DMAD.