Reactivity Comparison of D–Glucose–Derived Dienophiles. Analysis of the Conformational and Electronic Properties

Abstract

Semiempirical calculations were performed to carry out a conformational analysis for carbohydrate-derived dienophiles 1-4. For α,β-unsaturated carbonylic compounds 2-4, a good correlation between Diels-Alder reactivity with calculated values for LUMO energies was observed.

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