| Texto completo | |
| Autor(es): |
Marra, Isabella F. S.
;
Silva, Larissa P.
;
De Castro, Pedro P.
;
Flores, Leona S.
;
De Oliveira, Kleber T.
;
De Souza, Paulo E. N.
;
Neto, Brenno A. D.
;
Dos Santos, Helio F.
;
Amarante, Giovanni W.
Número total de Autores: 9
|
| Tipo de documento: | Artigo Científico |
| Fonte: | ASIAN JOURNAL OF ORGANIC CHEMISTRY; v. 13, n. 11, p. 9-pg., 2024-10-18. |
| Resumo | |
Visible-light-driven dual catalysis was employed to stereoselectively produce densely substituted cyclobutanes from Erlenmeyer-Pl & ouml;chl azlactones. The single-step preparation of non-natural amino acid dimers containing the cyclobutane moiety was achieved through a synergy between iridium photocatalysis and catalytic nickel(II) triflate as a Lewis acid. The desired 1,2-(zeta)-Z,E-isomers were isolated in good yields and with high regio- and diastereoselectivity (in all cases, >19 : 1 d.r.). To the best of our knowledge, this is the first report of direct access to truxinic acid analogues using azlactones. Control experiments, EPR reaction monitoring, and DFT calculations suggest that the presence of a Lewis acid, combined with the use of powerful blue LEDs, plays a crucial role in the reactivity of this reaction. (AU) | |
| Processo FAPESP: | 23/04020-8 - Síntese de IFAs utilizando-se tecnologias facilitadoras: abordagens envolvendo eletrossíntese e fotocatálise em regime de fluxo contínuo |
| Beneficiário: | Kleber Thiago de Oliveira |
| Modalidade de apoio: | Auxílio à Pesquisa - Regular |
| Processo FAPESP: | 21/13924-2 - Desenvolvimento de novas abordagens para síntese dos Insumos Farmacêuticos Ativos (IFAs) em regime de fluxo contínuo: Axitinibe, Lacosamida, Pioglitazona e Rosiglitazona |
| Beneficiário: | Pedro Pôssa de Castro |
| Modalidade de apoio: | Bolsas no Brasil - Pós-Doutorado |