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Diastereoselective Synthesis of Highly Functionalized γ-Lactams via Ugi Reaction/Michael Addition.
Correa, Arlene; Vidal, Herika Danielle Almeida; Januario, Marcelo Augusto Pereira; Martinez, Alice Karoline de Almeida; Nunes, Paulo Sergio Gonçalves; Santiago, Pedro Henrique de Oliveira; Ellena, Javier Alcides.
Afiliação
  • Correa A; Federal University of São Carlos, Chemistry, Via Washington Luis km 235, 13565-905, São Carlos, BRAZIL.
  • Vidal HDA; Universidade Federal de Sao Carlos, Chemistry Department, BRAZIL.
  • Januario MAP; Universidade Federal de São Carlos, Chemistry Department, BRAZIL.
  • Martinez AKA; Universidade Federal de São Carlos, Chemistry Department, BRAZIL.
  • Nunes PSG; Universidade Federal de Sao Carlos, Chemistry Department, BRAZIL.
  • Santiago PHO; University of São Paulo, São Carlos Institute of Physics, BRAZIL.
  • Ellena JA; University of São Paulo, São Carlos Institute of Physics, BRAZIL.
Chem Asian J ; : e202400917, 2024 Oct 10.
Article em En | MEDLINE | ID: mdl-39387841
ABSTRACT
The γ-lactam ring is a prominent feature in medicinal chemistry, and its synthesis has garnered significant interest due to its valuable properties. Among the γ-lactams, 2-oxopyrrolidine-3-carbonitrile derivatives stand out as versatile synthons that can be readily transformed into a variety of other functional groups. In this work, we successfully synthesized highly functionalized 3-cyano-2-pyrrolidinones with moderate to good overall yields using the Ugi reaction followed by intramolecular Michael addition. The process demonstrated excellent diastereoselectivity and showed good tolerance to a range of isonitriles and carbonyl compounds.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Asian J Ano de publicação: 2024 Tipo de documento: Article País de afiliação: Brasil País de publicação: Alemanha
Texto completo
Adicionar na Minha BVS
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Asian J Ano de publicação: 2024 Tipo de documento: Article País de afiliação: Brasil País de publicação: Alemanha