Highly functionalised aziridines are readily obtained in high yields (up to 95%) under mild conditions from the reaction of trisubstituted olefins bearing different groups with nosyloxycarbamates in the presence of calcium oxide. We propose a possible explanation for the different reactivities observed between these olefins and the aminating agents. Reagent-controlled stereoselective amination reactions led to the expected products with high conversions and purities.

Aza-MIRC Reactions of Sulfonyl-Activated Hydroxycarbamates with alfa,beta-Difunctionalised Acrylates / Fioravanti, Stefania; Morreale, Alberto; Pellacani, Lucio; Tardella, Paolo Antonio. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - -:(2003), pp. 4549-4552. [10.1002/ejoc.200300425]

Aza-MIRC Reactions of Sulfonyl-Activated Hydroxycarbamates with alfa,beta-Difunctionalised Acrylates

FIORAVANTI, Stefania;MORREALE, Alberto;PELLACANI, Lucio;TARDELLA, Paolo Antonio
2003

Abstract

Highly functionalised aziridines are readily obtained in high yields (up to 95%) under mild conditions from the reaction of trisubstituted olefins bearing different groups with nosyloxycarbamates in the presence of calcium oxide. We propose a possible explanation for the different reactivities observed between these olefins and the aminating agents. Reagent-controlled stereoselective amination reactions led to the expected products with high conversions and purities.
2003
amination; diastereoselectivity; Michael addition; nitrogen heterocycles; small ring systems
01 Pubblicazione su rivista::01a Articolo in rivista
Aza-MIRC Reactions of Sulfonyl-Activated Hydroxycarbamates with alfa,beta-Difunctionalised Acrylates / Fioravanti, Stefania; Morreale, Alberto; Pellacani, Lucio; Tardella, Paolo Antonio. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - -:(2003), pp. 4549-4552. [10.1002/ejoc.200300425]
File allegati a questo prodotto
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/253204
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 35
  • ???jsp.display-item.citation.isi??? 31
social impact