Abstract
Two novel diastereomeric P∗,N,S-diamidophosphite ligands of the 1,3,2-diazaphospholidine series bearing a ferrocene moiety were synthesized in good yield. The use of these enantiopure ligands in the Pd-catalyzed allylic substitution of (E)-1,3-diphenylallyl acetate with CH2(CO2Me)2 and (CH2)4NH provided products with high enantiomeric excesses (up to 93% and 85% ee). Ee values up to 73% and 60% were obtained in the Pd-catalyzed allylic alkylation of cinnamyl acetate with ethyl 2-oxocyclohexane-1-carboxylate or ethyl 2-acetamido-3-oxobutanoate, respectively. The efficiencies of the diastereomeric stereoselectors were compared.
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