An in Situ Approach to Nickel-Catalyzed Cycloaddition of Alkynes and 3-Azetidinones.
J Org Chem
; 80(20): 9951-8, 2015 Oct 16.
Article
em En
| MEDLINE
| ID: mdl-26412483
ABSTRACT
An efficient and convenient procedure that generates the active Ni(0) catalyst in situ from cheap, air stable Ni(II) precursors is developed for the [4 + 2]-cycloaddition of alkynes and 3-azetidinones. The reaction affords useful 3-dehydropiperidinones in comparable yields to the reported Ni(0) procedure. Additionally, the cycloaddition with 3-oxetanone afforded the 3-dehydropyranone product. Chiral 2-substituted azetidinones were also tolerated to form substituted dehydropiperidinones in high yield and enantiomeric excess.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Piperidonas
/
Azetidinas
/
Alcinos
/
Níquel
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article