Title | Chiral Phosphaalkene-Oxazoline Ligands for the Palladium-Catalyzed Asymmetric Allylic Alkylation. |
Publication Type | Journal Article |
Year of Publication | 2010 |
Authors | Dugal-Tessier, J, Dake, GR, Gates, DP |
Journal | Organic Letters |
Volume | 12 |
Pagination | 4667 - 4669 |
Date Published | 2010/// |
ISBN Number | 1523-7060 |
Keywords | diphenylallyl malonate prepn phosphaalkene oxazoline palladium catalyzed allylic alkylation, diphenylpropenyl acetate malonate reactant stereoselective allylic alkylation palladium catalyst, enantioselective palladium catalyzed allylic alkylation phosphaalkene oxazoline ligand |
Abstract | Enantioselective catalysis in moderate to excellent yields and ee’s has been accomplished using a phosphaalkene-based ligand system. Specifically, the palladium-catalyzed allylic alkylation of 1,3-diphenyl-2-propenyl acetate using a chiral P(sp2),N(sp2) ligand proceeds with a variety of malonate nucleophiles to give the desired malonates, e.g. I, in 73-95% yield (79-92% ee). [on SciFinder(R)] |