New Ligands For Palladium-catalyzed Allylic Alkylation Substitution

A series of new chiral ligands were synthesized and investigated allylic alkylation by palladium-catalyzed. The excellent enantioselectivity and reactivity were gained up to >99% ee and 100% respectively.The new chiral ligands have been succeeded in the enantioselective palladium catalyzed substitution of 1, 3-diphenyl-2-propenyl-acetate with dimethyl malonate, additive [N, O- bis (trimethylsilyl) acetamide (BSA)], base (KOAc or LiOAc) and solvent [TBME (tert-butyl methyl ether)], THF and MC (dichloride methane)The new chiral phosphinooxazolidines (P, N bidentate) have shown much higher enantioselectivitity excess up to ?99% and reactivity up to 100%. When investigated solvent, TBME, THF a little better than MC.The new chiral tetradentate dipyridinamines gave moderate results in comparison with chiral phosphinooxazolidines (P, N bidentate). Enantiomeric excess is 63.8%ee. W ith changed constituent group from H, butyl to phenyl, I got much better results.New chiral amino alcohol derivatives (P, N) gave poor not only enantioselectivity but also reactivity.