An Efficient Synthesis of Hexahydro Oxaisoindolo[2,1-a]Quinoline Derivatives via the Diels-Alder Reactions

The straightforward synthesis of new carboxylic acids with hexahydro-oxaisoindolo[2,1- a]quinoline core from the 2,4-disustituted 1,2,3,4-tetrahydroquinolines bearing a furan fragment via the intramolecular Diels-Alder reaction has been proposed. It was demonstrated that synthesis of key precursors can be realized with excellent level of diastereoselectivity either by imino-Diels-Alder reaction or multicomponent condensation approach.