A DFT study of 1,3-dipolar cycloaddition reactions of 5-membered cyclic nitrones with $\alpha$,$\beta$-unsaturated lactones and with cyclic vinyl ethers: Part 1.

The 1,3-dipolar cycloaddn. of cyclic nitrones with electron-poor and electron-rich cyclic dipolarophiles ($\alpha$,$\beta$-unsatd. lactones and vinyl ethers) is studied. The energies of the cycloaddn. reactions have been investigated through MO calcns. at the B3LYP/6-31+G(d) level theory. Different reaction channels and reactants approaches, effective in regio- and stereochem. preferences are discussed. The results were compared with exptl. data to find a good agreement. [on SciFinder(R)]

Références

Titre
A DFT study of 1,3-dipolar cycloaddition reactions of 5-membered cyclic nitrones with $\alpha$,$\beta$-unsaturated lactones and with cyclic vinyl ethers: Part 1.
Type de publication
Article de revue
Année de publication
2008
Revue
Tetrahedron: Asymmetry
Volume
19
Pagination
1660–1669
ISSN
0957-4166
Soumis le 12 avril 2018