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One-pot synthesis of γ-lactams from ketoaziridines.
Martelli, Lorena S R; da Silva, Otavio A M; Zukerman-Schpector, Julio; Corrêa, Arlene G.
Afiliação
  • Martelli LSR; Centre of Excellence for Research in Sustainable Chemistry, Department of Chemistry, Federal University of São Carlos, 13565-905 São Carlos - SP, Brazil.
  • da Silva OAM; Centre of Excellence for Research in Sustainable Chemistry, Department of Chemistry, Federal University of São Carlos, 13565-905 São Carlos - SP, Brazil.
  • Zukerman-Schpector J; Department of Chemistry, Federal University of São Carlos, 13565-905 São Carlos - SP, Brazil. agcorrea@ufscar.br.
  • Corrêa AG; Director of the Centre of Excellence for Research in Sustainable Chemistry, Department of Chemistry, Federal University of São Carlos, 13565-905 São Carlos - SP, Brazil. agcorrea@ufscar.br.
Org Biomol Chem ; 21(46): 9128-9132, 2023 Nov 29.
Article em En | MEDLINE | ID: mdl-37966723
The remarkable biological activities of γ-lactams have stimulated the search for efficient synthetic methods to achieve these scaffolds. In this work, we have developed a simple one-pot diastereoselective synthesis of new γ-lactams from ketoaziridines with moderate to good yields via the Horner-Wadsworth-Emmons reaction, followed by an intramolecular ester-aziridine cyclization and its opening in situ. Preliminary efforts towards an enantioselective version of this method are also reported.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2023 Tipo de documento: Article País de afiliação: Brasil País de publicação: Reino Unido

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2023 Tipo de documento: Article País de afiliação: Brasil País de publicação: Reino Unido