Abstract
The growing demand of enantiopure molecules for applications in life sciences (pharmaceutical and agrochemical chemistry) or in new fragrances is one of the major issue of the late decades in chemical industry. Moreover, recent environmental regulations pushed the emergence of efficient, cost-effective and environmental-friendly processes for the manufacture of these new chemical entities. The methods involving the use of catalysis have clear advantages over those requiring stoichiometric amounts of reagents and phosphine ligands has played a key role in the evolution of catalysis. However fine tuning of the catalytic activity by modification of the electronic/steric properties of the ligand systems is far from trivial mainly because of the difficulty and cumbersome procedures for structural modification of the ligand scaffolds.This work was focused on the development of new axial chiral phosphorus structures, of which BINAP is the most representative example. The first objective was the synthesis of 5-membered biheteroaromatic systems based on the bis-indolizine scaffold, whose the heterocyclic system is known for the electronic richness of the 10-π electron aromatic core. The second objective was the application of bis-triazolylphosphine oxides in enantioselective Abramov, allylation of aldehydes and finally reductive aldolisation reactions.