Catalytic asymmetric synthesis of vicinal diamine derivatives through enantioselective N-allylation using chiral π-allyl Pd-catalyst

Osamu Kitagawa, Kanako Yotsumoto, Mitsuteru Kohriyama, Yasuo Dobashi, Takeo Taguchi

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28 Citations (Scopus)

Abstract

(Chemical Equation Presented) 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.

Original languageEnglish
Pages (from-to)3605-3607
Number of pages3
JournalOrganic Letters
Volume6
Issue number20
DOIs
Publication statusPublished - 2004 Sep 30

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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