Abstract
"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 language | English |
|---|---|
| Pages (from-to) | 3023-3026 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 31 |
| Issue number | 21 |
| DOIs | |
| Publication status | Published - 1990 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Tanaka, H., Inoue, K., Pokorski, U., Taniguchi, M., & Torii, S. (1990). A novel "Ti(O)" induced allylation of imines in a TiCl4 (cat.)/A1 bimetal system. Chirality transfer of l-valine to homoallylamine. Tetrahedron Letters, 31(21), 3023-3026. https://doi.org/10.1016/S0040-4039(00)89015-2