Development of Chiral (S)-Prolinol-Derived Ligands for Palladium-Catalyzed Asymmetric Allylic Alkylation: Effect of a Siloxymethyl Group on the Pyrrolidine Backbone
Youichi Tanaka, Takashi Mino,* Koji Akita, Masami Sakamoto and Tsutomu Fujita
*Department of Materials Technology, Faculty of Engineering, Chiba
University, 1-33, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan, Email:
tmino
faculty.chiba-u.jp
Y. Tanaka, T. Mino, K. Akita, M. Sakamoto, T. Fujita, J. Org. Chem., 2004, 69, 6679-6687.
DOI: 10.1021/jo049469t
Abstract
A series of trialkylsilylated chiral aminophosphine ligands are prepared from (S)-prolinol and applied to a palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with a dimethyl malonate-BSA-LiOAc system.
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Key Words
Allylation, Benzylation, Tsuji-Trost Reaction
ID: J42-Y2004-1260
