Title of article
Reaction of cyclic ketals with ceric ammonium nitrate in acetonitrile/water
Author/Authors
Emiliano Manzo، نويسنده , , Gaspare Barone، نويسنده , , Emiliano Bedini، نويسنده , , Alfonso Iadonisi، نويسنده , , Lorenzo Mangoni، نويسنده , , Michelangelo Parrilli، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2002
Pages
5
From page
129
To page
133
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.
Keywords
Hydrolysis , cyclic acetals and ketals , glycoside linkages , Ceric ammonium nitrate , Ceric ammonium nitrate
Journal title
Tetrahedron
Serial Year
2002
Journal title
Tetrahedron
Record number
1082685
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