215509-17-4Relevant articles and documents
1,3-Cycloaddition of nitrones in ionic liquids catalyzed by Er(III): an easy access to isoxazolidines
Bortolini, Olga,Nino, Antonio De,Maiuolo, Loredana,Russo, Beatrice,Sindona, Giovanni,Tocci, Amedeo
, p. 7125 - 7128 (2008/03/11)
1,3-Dipolar cycloadditions of nitrones with alkenes afforded the corresponding isoxazolidines in ionic liquids in the presence of Er(OTf)3. The ionic liquid and the catalyst are recycled up to five times without any specific treatment or loss of activity. Extension of the procedure to the synthesis of isoxazolidinyl nucleosides has been investigated.
Ring-opening of isoxazolidine system: Homologation of 3-aryl into 3-styryl nitrones via intermediate 5-hydroxy-isoxazolidines
Chiacchio, Ugo,Liguori, Angelo,Romeo, Giovanni,Sindona, Giovanni,Uccella, Nicola
, p. 9473 - 9482 (2007/10/02)
High yield conversion of 3-aryl-5-ethoxy-isoxazolidines into 3-styryl nitrones has been achieved by 1,5 h refluxing in aq. H2SO4 or catalytic p-toluensulfonic acid/ethanol media. The rearrangement pathway is interpretable on the basis of the ring-opening process of intermediate 5-hydroxy-isoxazolidines. Formation of a masked 5-OH function has been also developed by basic or acid treatment of 5-acetoxy-isoxazolidines.