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Chiral Phosphine-Free Pd-Mediated Asymmetric Allylation of Prochiral Enolate with a Chiral Phase-Transfer Catalyst

Masayoshi Nakoji, Takatoshi Kanayama, Tomotaka Okino and Yoshiji Takemoto*

*Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan, Email:

M. Nakoji, T. Kanayama, T. Okino, Y. Takemoto, Org. Lett., 2001, 3, 3329-3331.

DOI: 10.1021/ol016567h


A chiral phase-transfer catalyst enables an asymmetric Pd-catalyzed allylation of a tert-butyl glycinate-benzophenone Schiff base with various allylic acetates to give the allylated products in good yields and high enantioselectivity without any chiral ligands.

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Key Words

O'Donnell Amino Acid Synthesis, Tsuji-Trost reaction, α-Amino Esters

ID: J54-Y2001