Enantioselective reaction of an imine with methyllithium catalyzed by a chiral ligand

Isao Inoue, Mitsuru Shindo, Kenji Koga, Motomu Kanai, Kiyoshi Tomioka

Research output: Contribution to journalArticle

67 Citations (Scopus)

Abstract

Enantioselective reaction of benzaldehyde 4-anisidineimine 1 with methyllithium in toluene was mediated by a series of chiral aminoethers 3-11 to give the corresponding amine 2 in good to moderate ee. The chiral tridentate aminoethers 7-11 are superior to the bidentate ligands 3-6. Lithium bromide affects significantly the enantioselectivity in the catalytic reaction, but not in the stoichiometric reaction.

Original languageEnglish
Pages (from-to)2527-2533
Number of pages7
JournalTetrahedron: Asymmetry
Volume6
Issue number10
DOIs
Publication statusPublished - Oct 1995
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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