R. Annunziata et al., STRUCTURAL DETERMINATION OF COUMARIN DERIVATIVES - DIELS-ALDER ADDUCTS USING 3-METHYLENE-2,4-CHROMANEDIONE AS TRAPPING AGENT, Gazzetta chimica italiana, 125(10), 1995, pp. 465-477
With a series of unsatured compounds, 3-methylene-2,4-chromanedione ca
n behave as ambident heterodiene or as dienophile affording the hetero
-Diels-Alder and Diels-Alder adducts, respectively. The structural ana
lysis aimed at identifying the peculiar spectral parameters of these a
dducts, has been performed via multidimensional NMR experiments suppor
ted by Molecular Mechanics calculations.