A NEW TOTAL SYNTHESIS OF MYRICANOL: THE INFLUENCE OF AN ENE-YNE SYSTEM

The main objective of this thesis is the total synthesis of myricanol, a natural compound with significant biological activities. In particular, its remarkable anti-Alzheimer's properties make it a potential drug for the treatment of various tauopathies, as it has the ability to reduce levels of tau protein that tend to pathologically accumulate in phosphorylated forms in certain neurodegenerative diseases. Actually only three synthesis of racemic (+/-) - myricanol have been reported in the literature. Firstly, this thesis aims primarily to investigate the optimal conditions to make cyclization less unfavorable using an unsaturated and thus "rigid" seco-precursor to limit conformational degrees of freedom during cyclization. Two main synthetic approacheshave been explored in the course of this thesis, on one side, the macrocyclization involves the properly functionalized biaryl system, on the other side the macrocyclization is performed on a linear diarylheptanoid.