Reactivity comparison of D-glucose-derived dienophiles. Analysis of the conformational and electronic properties

Citation
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
Citations number
4
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
5
Issue
3
Year of publication
2000
Pages
451 - 452
Database
ISI
SICI code
1420-3049(200003)5:3<451:RCODDA>2.0.ZU;2-#
Abstract
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.