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Communication | Regular issue | Vol 55, No. 3, 2001, pp.453-456
Published online, 1st January, 1970
DOI: 10.3987/COM-00-9134
Asymmetric Allylic Alkylation Using Planar Chiral Phosphine-Hydrazone Ligands

Takashi Mino,* Teruhiro Ogawa, and Masakazu Yamashita

*Department of Materials Technology, Faculty of Engineering, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan

Abstract

Palladium-catalyzed asymmetric allylic substitution of 1,3-diphenyl-2-propenyl acetate (3) with a dimethyl malonate-BSA-lithium acetate system has been successfully carried out in the presence of chiral ferrocene hydrazone such as (S)-α-(diphenylphosphino)ferrocenecarboxaldehyde SAMP hydrazone (DPPFA-SAMP) ((S,S)-2a) in high yields with high enan-tioselectives (up to 96% ee).