| Texto completo | |
| Autor(es): |
Pedro de F. Lima, Joao
;
Gallo, Rafael D. C.
;
Burtoloso, Antonio C. B.
Número total de Autores: 3
|
| Tipo de documento: | Artigo Científico |
| Fonte: | Journal of Organic Chemistry; v. 90, n. 24, p. 9-pg., 2025-06-10. |
| Resumo | |
The total synthesis of (-)-cassine, a piperidine alkaloid, was accomplished in 10 steps, starting from N-Cbz-O-TBDPS- l -serinal. Key transformations include the preparation of a novel alpha,beta-unsaturated alpha '-methyl diazoketone, followed by its cyclization into a highly functionalized dihydropyridine-3-one via a cis-selective intramolecular N-H insertion reaction. This strategy was further extended to other alpha '-alkylated alpha,beta-unsaturated diazoketones, enabling the synthesis of new dihydropyridine-3-ones with potential applications in the total synthesis of cassine derivatives. (AU) | |
| Processo FAPESP: | 20/07147-0 - Alfa-heterofuncionalização enantioseletiva de compostos carbonílicos empregando ilídeos sulfoxônios |
| Beneficiário: | Antonio Carlos Bender Burtoloso |
| Modalidade de apoio: | Auxílio à Pesquisa - Regular |
| Processo FAPESP: | 23/02675-7 - Novas metodologias para formação de ligações C-C a partir de ilídeos sulfoxônios |
| Beneficiário: | Antonio Carlos Bender Burtoloso |
| Modalidade de apoio: | Auxílio à Pesquisa - Regular |