Mechanistic Aspects of the Ketene-Imine Cycloaddition Reactions (Articolo in rivista)

Type
Label
  • Mechanistic Aspects of the Ketene-Imine Cycloaddition Reactions (Articolo in rivista) (literal)
Anno
  • 2006-01-01T00:00:00+01:00 (literal)
Alternative label
  • VENTURINI, ALESSANDRO (2); González, Javier (1) (2006)
    Mechanistic Aspects of the Ketene-Imine Cycloaddition Reactions
    in Mini-reviews in organic chemistry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • VENTURINI, ALESSANDRO (2); González, Javier (1) (literal)
Pagina inizio
  • 185 (literal)
Pagina fine
  • 194 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 3 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • (1) Departamento de Química Orgánica e Inorgánica - Universidad de Oviedo; (2) Istituto per la Sintesi Organica e la Fotoreattività (ISOF) - C.N.R. (literal)
Titolo
  • Mechanistic Aspects of the Ketene-Imine Cycloaddition Reactions (literal)
Abstract
  • The [2+2]-cycloaddition reaction of imines with ketenes, also known as Staudinger reaction, is one of the most commonly employed synthetic entries to the ?-lactam ring. Despite this, the detailed mechanism of this reaction has remained an open debate for many years. However, the application of theoretical methods has allowed a deeper understanding of many intricacies surrounding the Staudinger reaction. The experimental evidence and the theoretical studies carried out on the Staudinger reaction mechanism, using ab initio and Density-functional theory methods, are reviewed. Special emphasis is placed on the competition between the concerted and stepwise reaction pathways and the origin of the stereoselectivity of the reaction. (literal)
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