American Chemical Society
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Catalytic Asymmetric Synthesis of Vicinal Diamine Derivatives through Enantioselective N-Allylation Using Chiral π-Allyl Pd-Catalyst

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journal contribution
posted on 2004-09-30, 00:00 authored by Osamu Kitagawa, Kanako Yotsumoto, Mitsuteru Kohriyama, Yasuo Dobashi, Takeo Taguchi
N-Monoallylation of meso-vicinal diamine bistrisylamides using a chiral π-allyl-Pd catalyst proceeded in an enantioselective manner (up to 90% ee) to give desymmetrization products in good yields. The product was converted to the known σ-receptor agonist in short steps. In addition, the present catalytic asymmetric N-allylation was applied to kinetic resolution of racemic-diamide.