Molecular mechanics/continuum reaction field/quantum mechanics study of the intramolecular diels-alder reaction of 2-furfuryl derivatives

摘要

Molecular mechanics (SIBFA)/continuum reaction field computations have been performed on 1- furfuryl fumarates (1). The results show that the presence of a methyl or gem-dimethyl substituent on the diene-dienophile linker and also polar solvents such as DMSO stabilize the folded conformation precursor of the transition state in the intramolecular Diels-Alder reaction. The calculated variations of the energy difference between the folded and extended conformations Are in agreement with experimental and related theoretical data.