Sc. Pellegrinet et al., Reactivity comparison of D-glucose-derived dienophiles. Analysis of the conformational and electronic properties, MOLECULES, 5(3), 2000, pp. 451-452
Semiempirical calculations were performed to carry out a conformational ana
lysis for carbohydrate-derived dienophiles 1-4. For alpha,beta-unsaturated
carbonylic compounds 2-4, a good correlation between Diels-Alder reactivity
with calculated values for LUMO energies was observed.