Tetrahedron letters

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

F Cardona, E Faggi, F Liguori, M Cacciarini, A Goti

Index: Cardona, Francesca; Faggi, Enrico; Liguori, Francesca; Cacciarini, Martina; Goti, Andrea Tetrahedron Letters, 2003 , vol. 44, # 11 p. 2315 - 2318

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Citation Number: 130

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 A2 (3) and 7-deoxycasuarine (20) by simple transformations of a common isoxazolidine adduct.

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