Practical syntheses of nitrone 8 by two different approaches from sugars are reported. Its use as a versatile intermediate in highly selective 1,3-dipolar cycloaddition reactions constitutes the key step for novel total syntheses of hyacinthacine A(2) (3) and 7-deoxycasuarine (20) by simple transformations of a common isoxazolidine adduct. (C) 2003 Elsevier Science Ltd. All rights reserved.

Total syntheses of hyacinthacine A(2) and 7-deoxycasuarine by cycloaddition to a carbohydrate derived nitrone

Liguori F;
2003

Abstract

Practical syntheses of nitrone 8 by two different approaches from sugars are reported. Its use as a versatile intermediate in highly selective 1,3-dipolar cycloaddition reactions constitutes the key step for novel total syntheses of hyacinthacine A(2) (3) and 7-deoxycasuarine (20) by simple transformations of a common isoxazolidine adduct. (C) 2003 Elsevier Science Ltd. All rights reserved.
2003
glycosidases inhibitors
pyrrolizidine alkaloids
nitrones
carbohydrates
enantiospecific synthesis
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/253488
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