New Dihydroxy Bis (Oxazoline) Ligands for the Palladium??Catalyzed Asymmetric Allylic Alkylation: Experimental Investigations of the Origin of the Reversal of the …

…, O Hoarau, D Cramailere, F Pezet…

Index: Ait-Haddou, Hassan; Hoarau, Olivier; Cramailere, Dimitri; Pezet, Frederic; Daran, Jean-Claude; Balavoine, Gilbert G. A. Chemistry - A European Journal, 2004 , vol. 10, # 3 p. 699 - 707

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Citation Number: 57

Abstract

Abstract The origin of the reversal of the enantioselectivity in the palladium-catalyzed allylic alkylation of rac-1, 3-diphenyl-2-propenyl acetate with dimethyl malonate anion using chiral dihydroxy bis (oxazoline)“BO” ligands derived from (1S, 2S)-(+)-2-amino-1-phenyl-1, 3- propanediol was investigated. To determine the structural effects of the dihydroxy BO ligand on this unique phenomenon, new homochiral dihydroxy BO ligands were prepared from L ...