A novel "Ti(O)" induced allylation of imines in a TiCl4 (cat.)/A1 bimetal system. Chirality transfer of l-valine to homoallylamine

Hideo Tanaka, Keizo Inoue, Ulrike Pokorski, Masatoshi Taniguchi, Sigeru Torii

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"Barbier Type" allylation of imines with allyl bromide has been performed successfully by the action of aluminum (1 equiv.) and titanium(IV)chloride (0.05 equiv.) in THF. The chirality transfer of α-amino acid esters to homoallyl amines is demonstrated by allylation of N-benzalvaline methyl ester followed by alkaline hydrolysis and electrolytic decarboxylation.

Original languageEnglish
Pages (from-to)3023-3026
Number of pages4
JournalTetrahedron Letters
Issue number21
Publication statusPublished - 1990


ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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