Theoretical and Experimental Determination of the Effects Governingthe Transannular Diels−Alder Reaction of Trans−Trans−Cis Systemswith or without Activation of the Dienophile
A thorough study of the transannular Diels−Alder (TADA) reaction of trans−trans−cis macrocyclictrienes was carried out. It led to a better understanding of various parameters that govern the TADA reactionin particular and the Diels−Alder reaction in general. Thus, carbonyl activation of the dienophile and substitutionof the diene are discussed, as well as the presence of substituents on the macrocycle and their respectiveeffects at the transition-state level.