Your browser doesn't support javascript.
loading
1-Iodoglycal: A Versatile Intermediate for the Synthesis of d-Glyco Amides and Esters Employing Carbonylative Cross-Coupling Reaction.
Hornink, Milene M; Toledo, Monica F Z J; Pimenta, Daniel C; Paschoalin, Caio; Silva, Pamela M; Figlino, Giuseppe E; Aguiar, Eurípedes; Cervi, Gustavo; Ribeiro, Francisco W M; Carita Correra, Thiago; Ferry, Angélique; Stefani, Hélio A.
Affiliation
  • Hornink MM; Departamento de Farmácia, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, São Paulo 05508-900, SP, Brasil.
  • Toledo MFZJ; Departamento de Farmácia, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, São Paulo 05508-900, SP, Brasil.
  • Pimenta DC; Instituto Butantan, São Paulo 05503-900, SP, Brasil.
  • Paschoalin C; Instituto de Química, Universidade de São Paulo, São Paulo 05513-900, SP, Brasil.
  • Silva PM; Centro Universitário São Camilo, São Paulo 04263-200, SP, Brasil.
  • Figlino GE; Centro Universitário São Camilo, São Paulo 04263-200, SP, Brasil.
  • Aguiar E; Departamento de Farmácia, Faculdade de Ciências Farmacêuticas, Universidade de São Paulo, São Paulo 05508-900, SP, Brasil.
  • Cervi G; Instituto de Química, Universidade de São Paulo, São Paulo 05513-900, SP, Brasil.
  • Ribeiro FWM; Instituto de Química, Universidade de São Paulo, São Paulo 05513-900, SP, Brasil.
  • Carita Correra T; Instituto de Química, Universidade de São Paulo, São Paulo 05513-900, SP, Brasil.
  • Ferry A; Université Paris-Saclay, CNRS, BioCIS, 91400 Orsay, France.
  • Stefani HA; BioCIS, CNRS, CY Cergy-Paris Université, 5 mail Gay-Lussac, 95000 Cergy-Pontoise cedex, France.
ACS Omega ; 9(29): 31732-31744, 2024 Jul 23.
Article in En | MEDLINE | ID: mdl-39072121
ABSTRACT
In this study, we present the development of two catalytic processes a Pd-PEPPSI-catalyzed aminocarbonylation and a Pd(OAc)2-Xantphos-catalyzed alkoxycarbonylation of d-glycals, utilizing carbonylative cross-coupling reactions. We explored successfully various types of aromatic amines, as well as alkyl amines and amino acids, to synthesize new d-glycal amides. However, we observed limitations in the reactivity of alkyl and heteroaromatic amines. The processes enabled the synthesis of 20 novel C1-branched glycoamides and 7 new d-gluco esters.
Fulltext
Print
XML
PubMed Links
Search on Google

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: ACS Omega Year: 2024 Document type: Article
Fulltext
Print
XML
PubMed Links
Search on Google

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: ACS Omega Year: 2024 Document type: Article