Substituted isoxazolidinium salts react with LiAlH4 to yield ring opened hydroxylamines. The novel bimolecular reaction mechanism has been investigated by deuterium labelling and the structure of the products ascertained by spectroscopic methods with the aid of the MIKE technique. The overall process can be defined as a ring-opening substitution, which is controlled by steric and conformational factors that tend to prevent the alternative Hofmann-like degradation of the salts.

N,0-heterocyclics-12. Facile ring opening of some isoxazolidinium ions

SINDONA, Giovanni;
1983

Abstract

Substituted isoxazolidinium salts react with LiAlH4 to yield ring opened hydroxylamines. The novel bimolecular reaction mechanism has been investigated by deuterium labelling and the structure of the products ascertained by spectroscopic methods with the aid of the MIKE technique. The overall process can be defined as a ring-opening substitution, which is controlled by steric and conformational factors that tend to prevent the alternative Hofmann-like degradation of the salts.
File in 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/20.500.11770/132108
 Attenzione

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

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 12
  • ???jsp.display-item.citation.isi??? ND
social impact