RESUMEN
[reaction: see text] Ab initio calculations at the RHF/3-21G level were used to investigate the limiting transition states in the addition of 2-methoxyfuran to a pyrrolinium ion. Four stationary points were found on the potential energy surface with relative energies of threo Diels-Alder, 0.0 kcal/mol; erythro open, 0.9 kcal/mol; erythro Diels-Alder, 1.3 kcal/mol; and threo open, 1.8 kcal/mol.
Asunto(s)
Furanos , Pirroles/química , Pirroles/síntesis química , Compuestos de Vinilo/química , Calorimetría , Estructura Molecular , Estereoisomerismo , Relación Estructura-Actividad , TermodinámicaRESUMEN
A racemic mixture of the title compound, C12H15NO3, crystallizes in the chiral, monoclinic space group P2(1), with one enantiomerically related pair of molecules per asymmetric unit. This mode of crystallization is extremely rare. The molecules pack to form several close C-H...O interactions. Interestingly, while the conformations of the individual rings in the two molecules are very similar, the overall molecular conformation is different.