One-pot synthesis of Î³-lactams from ketoaziridines.

Martelli, Lorena S R; da Silva, Otavio A M; Zukerman-Schpector, Julio; Corrêa, Arlene G

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

RESUMO

The remarkable biological activities of Î³-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 Î³-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.

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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

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