6533b858fe1ef96bd12b611d

RESEARCH PRODUCT

Theoretical Study of the Reaction of Dimethyl Acetylenedicarboxylate with 1-Methyl-2-(1-substituted vinyl)pyrroles

Luis R. DomingoR. Alan JonesJosé Sepúlveda-arquesM. Teresa Picher

subject

Dimethyl acetylenedicarboxylatechemistry.chemical_compoundchemistryOrganic ChemistryDrug DiscoveryElectrophileAb initioMichael reactionOrganic chemistryElectronic structureBiochemistryMedicinal chemistry

description

Abstract A theoretical study of the transition structure for the electrophilic attack step of the 1-methyl-2-vinylpyrrole to dimethyl acetylenedicarboxylate is reported with analytical gradients at AM1 and PM3 semi-empirical levels and ab initio at 3-21G level. The geometry, electronic structure, and vector components are qualitatively computer level and model independent The competition of the Michael addition reactions and Diels-Alder reactions of 1-methyl-2-(1-substituted vinyl)pyrroles with dimethyl acetylenedicarboxylate has been studied at the PM3 semi-empirical level.

yearjournalcountryeditionlanguage
1995-08-01Tetrahedron
https://doi.org/10.1016/0040-4020(95)00490-y