Ligands phosphite-oxazoline

A library of 96 possible phosphite oxazoline ligands was synthesized with systematic changes to the backbone and with special attention to the biaryl phosphite group. 

Figure 8.25. Binaphthyl-based phosphite-oxazoline ligands.

After the preparation of the manuscript, a new family of phosphite-oxazoline ligands which shows excellent reactivity and enantioselectivity for a broad scope of different types of allylic alcohol derivatives has been reported, typical results being shown in Scheme 30. " ... 

Mata Y, Pamies O, Dieguez M (2007) Screening of a modular sugar-based phosphite-oxazoline ligand library in asymmetric Pd-catalyzed heck reactions. Chem-Eur J 13 3296-3304... 

Methylations of aldehydes with AlMej and (AlMe3)2-DABCO in the presence of an in situ generated nickel catalyst from a D-glucosamine-derived phosphite-oxazoline ligand. 

Mazuela, J. Norrby, P. O. Andersson, P. G. Ramies, O. Dieguez, M. Pyranoside phosphite-oxazoline ligands for the highly versatile and enanti-oselective Ir-catalyzed hydrogenation of minimally functionalized olefins. A combined theoretical and experimental study. /. Am. Chem. Soc. 2011,133, 13634-13645. 

R. Hilgraf, A. Pfaltz, Chiral Bis(N-tosylamino)phosphine-and TADDOL-Phosphite-Oxazolines as Ligands in Asymmetric Catalysis, Synlett, 1999,11,1814-1816. 

Mata, Y, Dieguez, M., Pamies, O. and Claver, C. (2005) Chiral phosphite oxazolines class of ligands for asymmetric Heck reactions. Org. Lett., 7, 5597-9. 

Phosphite-oxazoline 3 was selected as the most efficient ligand in this study, albeit providing only moderate enantioselectivities of up to 59% ee, as shown in Scheme 7.5. 

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