AN EFFICIENT METHOD FOR THE STEREOSELECTIVE SYNTHESIS OF TRICYCLIC COMPOUNDS THE INTRAMOLECULAR DIELS-ALDER REACTION OF CYCLIC α,β-UNSATURATED CARBOXAMIDES

Article abstract of DOI:10.1246/cl.1982.579

An efficient method for the stereoselective syhthesis of tricyclic compounds was studied by the intramolecular Dields-Alder reaction utilizing the internal coordination of the magnesium salt.The magnesium salts of N-(2,4-alkadienyl)-N-(2-hydroxyphenyl)cyclopent-1-enecarboxamides afford predominantly trans-fused cycloadducts via exo-mode of cyclization.