Résumé
N-Alkenyl trichloroacetamides, upon treatment with nickel powder and acetic acid in refluxing 2-propanol undergo reversible 4-exo radical cyclisation. The cyclised radical can be trapped in different ways leading to β-lactams. When the trap is omitted or not efficient enough, unusual irreversible 5-endo cyclisation occurs affording functionalised five-membered lactams. Synthesis of bicyclic γ-lactams has also been examined providing in few steps an access to the Sceletium alkaloids skeleton.
| langue originale | Anglais |
|---|---|
| Pages (de - à) | 1029-1040 |
| Nombre de pages | 12 |
| journal | Tetrahedron |
| Volume | 54 |
| Numéro de publication | 7 |
| Les DOIs | |
| état | Publié - 12 févr. 1998 |
Empreinte digitale
Examiner les sujets de recherche de « β- and γ-lactams by nickel powder mediated 4-exo or 5-endo radical cyclisations. A concise construction of the mesembrine skeleton ». Ensemble, ils forment une empreinte digitale unique.Contient cette citation
- APA
- Author
- BIBTEX
- Harvard
- Standard
- RIS
- Vancouver