| Texto completo | |
| Autor(es): |
Vasconcelos, Stanley N. S.
[1]
;
de Oliveira, Isadora Maria
[2]
;
Shamim, Anwar
[2]
;
Zukerman-Schpector, Julio
[3]
;
Pimenta, Daniel C.
[4]
;
Stefani, Helio A.
[1, 2]
Número total de Autores: 6
|
| Afiliação do(s) autor(es): | [1] Univ Sao Paulo, Fac Ciencias Farmaceut, Dept Farm, Sao Paulo, SP - Brazil
[2] Univ Sao Paulo, Inst Quim, Dept Quim Fundamental, Sao Paulo, SP - Brazil
[3] Univ Fed Sao Carlos, Dept Quim, Sao Carlos, SP - Brazil
[4] Inst Butantan, Sao Paulo, SP - Brazil
Número total de Afiliações: 4
|
| Tipo de documento: | Artigo Científico |
| Fonte: | ADVANCED SYNTHESIS & CATALYSIS; v. 361, n. 18 JULY 2019. |
| Citações Web of Science: | 1 |
| Resumo | |
The steroselective oxa-Michael addition of the phenol moiety present in tyrosine and 3-iodotyrosine to different propargyl aldehydes delivered products with predominantly Z stereochemistry, as evidenced by X-ray crystallography analysis. When ethyl propiolate was used as the propargyl ester source, the products were achieved with exclusively E stereochemistry with yields ranging from 17% to 91%. The oxa-Michael addition compounds served as substrates in the synthesis of 5- and 6-membered heterocyclic compounds. The atmosphere applied to the reaction medium directly influenced the formation of the products. When an inert atmosphere of nitrogen was applied, a 2-aryl-3-formyl-5-alanylbenzofuran core was selectively obtained via a Heck intramolecular reaction, while the reactions carried out under a carbon monoxide atmosphere led exclusively to 6-alanyl-2-arylflavone derivatives via reductive intramolecular acylation. (AU) | |
| Processo FAPESP: | 13/17960-7 - Funcionalização da 3-Iodo-(L)-Tirosina via Reação de Suzuki-Miyaura Empregando Organotrifluoroboratos de Potássio |
| Beneficiário: | Stanley Nunes Siqueira Vasconcelos |
| Modalidade de apoio: | Bolsas no Brasil - Doutorado |
| Processo FAPESP: | 16/04289-3 - Síntese de derivados calcogenoaminoácidos e 4-calcogenoquinolinas via reações multicomponentes |
| Beneficiário: | Isadora Maria de Oliveira |
| Modalidade de apoio: | Bolsas no Brasil - Doutorado Direto |