Reaction of cyclic ketals with ceric ammonium nitrate in acetonitrile/water (Articolo in rivista)

Type
Label
  • Reaction of cyclic ketals with ceric ammonium nitrate in acetonitrile/water (Articolo in rivista) (literal)
Anno
  • 2002-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/S0040-4020(01)01006-7 (literal)
Alternative label
  • Manzo E., Barone E., Bedini E., Iadonisi A., Mangoni L., Parrilli M. (2002)
    Reaction of cyclic ketals with ceric ammonium nitrate in acetonitrile/water
    in Tetrahedron (Oxf., Print); Elsevier, Amsterdam (Paesi Bassi)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Manzo E., Barone E., Bedini E., Iadonisi A., Mangoni L., Parrilli M. (literal)
Pagina inizio
  • 129 (literal)
Pagina fine
  • 133 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 58 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali
  • 5 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Università degli studi di NAPOLI-Federico II (literal)
Titolo
  • Reaction of cyclic ketals with ceric ammonium nitrate in acetonitrile/water (literal)
Abstract
  • The possibility of performing the hydrolysis of cyclic acetals and ketals under basic or mildly alkaline conditions by ceric ammonium nitrate (CAN) in MeCN/H2O or in 10% aq. methanol is rejected. However a role for Ce(IV) as Lewis acid is evidenced at pH 4.4. Under these conditions, which allow hydrolysis of cyclic ketals leaving glycosidic bonds unaltered, a selectivity of ketal cleavage due to steric hindrance is also observed. similar yields are obtained when acetone/water replaces MeCN/H2O as solvent. (literal)
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