Chiral Aminophosphonite-phosphite and Aminophosphonite-phosphinite Ligands in Asymmetric Hydroformylation of Carbapenem Antibiotics Precursors.

The greater part of the transition metals known as excellent catalysts for asymmetric synthesis has optically active diphosphine ligands as source of chirality; in spite of the great variety of chiral ligands available there is still demand for the development of catalysts which display the requirements of high enantioselectivity, diastereoselectivity and productivity in fine chemicals, fragrances, flavours, agrochemicals. Spurred by these observations we have developed some “mixed” electrondeficient aminophosphonite-phosphite and aminophosphonite-phosphinite. The term “mixed” indicates that the ligands gather one or more stereogenic sp3 carbon atoms of an alpha-aminoalcohol with the (R) or (S) atropisomeric chirality of the 1,1’-binaphthyl moiety. The Rh(I)-complexes derived from these chiral ligands can be valuable catalysts in hydroformylation of Carbapenem antibiotics precursors. Same selected results are summarized in the table.