Stereochemical assignments of diels-alder adduct of 5-hydroxy-l, 4-naphthaquindone (Juglone) and cyclopenta-diene through its dibromo-derivatives

The Conformational Studies of exo and endo adduct of dibromoderivatives of 5- hydroxy-1,4- naphthaquinone (Juglone) with cyclopenta diene have elegant method of determination of configuration of the Diels-Alder adduct. This technique involves certain advantage over other physical method employed for configurational assignments. Experimentally this technique is simple and straight forword. The endo and exo may be helpful in establishing the configuration when one comprises the spectral pattern of the two isomeric adduct. Butin certain cases one of the isomeric adduct may be available and this technique would be more helpful in configurational assignments. In the present investigation conformational studies to the configurational assignments (endo/exo) of the Diels-Alder adduct has been done by using H¹NMR spectroscopy.