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Reaction of cyclic ketals with ceric ammonium nitrate in acetonitrile/water

Articolo
Data di Pubblicazione:
2002
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.
Tipologia CRIS:
01.01 Articolo in rivista
Keywords:
ceric ammonium nitrate; hydrolysis; cyclic acetals and ketals; glycoside linkages; ceric ammonium nitrate
Elenco autori:
Manzo, Emiliano
Autori di Ateneo:
MANZO EMILIANO
Link alla scheda completa:
https://iris.cnr.it/handle/20.500.14243/159898
Pubblicato in:
TETRAHEDRON (OXF., PRINT)
Journal
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