A new methodology for the one-pot direct conversion of 2,3-epoxy alcohols into enantiomerically pure 4-hydroxy-4,5-dihydroisoxazole P-oxides 1 has been found. The reaction works at room temperature and can be run at the 5-10 g scale. The mixture of 4,5-cis and 4,5-trans isomers obtained can be separated as such or as the bis-TDS ethers, A preliminary example of reductive cleavage of 1 to the corresponding amino polyol is also reported.

Marotta, E., Micheloni, L.M., Scardovi, N., Righi, P. (2001). One-Pot Direct Conversion of 2,3-Epoxy Alcohols into Enantiomerically Pure 4-Hydroxy-4,5-dihydroisoxazole 2-Oxides. ORGANIC LETTERS, 3(5), 727-729 [10.1021/ol0070379].

One-Pot Direct Conversion of 2,3-Epoxy Alcohols into Enantiomerically Pure 4-Hydroxy-4,5-dihydroisoxazole 2-Oxides

Marotta, Emanuela;Scardovi, Noemi;Righi, Paolo
2001

Abstract

A new methodology for the one-pot direct conversion of 2,3-epoxy alcohols into enantiomerically pure 4-hydroxy-4,5-dihydroisoxazole P-oxides 1 has been found. The reaction works at room temperature and can be run at the 5-10 g scale. The mixture of 4,5-cis and 4,5-trans isomers obtained can be separated as such or as the bis-TDS ethers, A preliminary example of reductive cleavage of 1 to the corresponding amino polyol is also reported.
2001
Marotta, E., Micheloni, L.M., Scardovi, N., Righi, P. (2001). One-Pot Direct Conversion of 2,3-Epoxy Alcohols into Enantiomerically Pure 4-Hydroxy-4,5-dihydroisoxazole 2-Oxides. ORGANIC LETTERS, 3(5), 727-729 [10.1021/ol0070379].
Marotta, Emanuela; Micheloni, Laure Marie; Scardovi, Noemi; Righi, Paolo
File in questo prodotto:
Eventuali allegati, non sono esposti

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/11585/967312
 Attenzione

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

Citazioni
  • ???jsp.display-item.citation.pmc??? 2
  • Scopus 60
  • ???jsp.display-item.citation.isi??? 58
social impact