A series of intramolecular nitrone cycloadditions to chiral allyl ethers was studied in order to evaluate the influence on the stereochemical outcome exerted by several factors, including the nature of the substituents at the stereocenter and the steric and electronic features of the double bond. A comparison between the stereoselectivity of these reactions and that of related nitrile oxides cycloadditions suggests that they could proceed via similar transition states.

STEREOSELECTIVE INTRAMOLECULAR NITRONE CYCLOADDITIONS PROMOTED BY AN ALLYLIC STEREOCENTER / R. ANNUNZIATA, M. CINQUINI, F. COZZI, L. RAIMONDI. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 55:6(1990), pp. 1901-1908.

STEREOSELECTIVE INTRAMOLECULAR NITRONE CYCLOADDITIONS PROMOTED BY AN ALLYLIC STEREOCENTER

R. ANNUNZIATA
Primo
;
M. CINQUINI
Secondo
;
F. COZZI
Penultimo
;
L. RAIMONDI
Ultimo
1990

Abstract

A series of intramolecular nitrone cycloadditions to chiral allyl ethers was studied in order to evaluate the influence on the stereochemical outcome exerted by several factors, including the nature of the substituents at the stereocenter and the steric and electronic features of the double bond. A comparison between the stereoselectivity of these reactions and that of related nitrile oxides cycloadditions suggests that they could proceed via similar transition states.
Settore CHIM/06 - Chimica Organica
Article (author)
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

Caricamento pubblicazioni consigliate

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/2434/187299
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 34
  • ???jsp.display-item.citation.isi??? 33
social impact