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Synlett 1997; 1997(5): 583-584
DOI: 10.1055/s-1997-3231
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Chiral Hydrazones as Ligands in Asymmetric Catalysts: Palladium-catalyzed Allylic Substitution

Takashi Mino, Wataru Imiya, Masakazu Yamashita*
  • *Department of Molecular Science and Technology, Faculty of Engineering, Doshisha University, Kyotanabe, Kyoto 610-03, Japan, Fax: 81-774-65-6840; E-mail: myamashi@mail.doshisha.ac.jp
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Publication Date:
31 December 2000 (online)

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Palladium-catalyzed asymmetric allylic substitution of 1,3-diphenyl-2-propenyl acetate (3) with a dimethyl malonate-BSA-LiOAc system and its derivatives has been successfully carried out in the presence of a new chiral hydrazone ligand 2-diphenylphosphinobenzaldehyde SAMP hydrazone (DPPB-SAMP) (2) in high yields with high enantioselectives (up to 92% ee).

SAMP hydrazone - enantioselective allylic substitution - palladium - ligand