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. © 2003 Elsevier Science Ltd. All rights reserved.
Total syntheses of Hyacinthacine A2 and 7-Deoxycasuarine by cycloaddition to a carbohydrate derived nitrone / F. CARDONA; E. FAGGI; F. LIGUORI; M. CACCIARINI; A. GOTI. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - STAMPA. - 44:(2003), pp. 2315-2318. [10.1016/S0040-4039(03)00239-9]
Total syntheses of Hyacinthacine A2 and 7-Deoxycasuarine by cycloaddition to a carbohydrate derived nitrone
CARDONA, FRANCESCA;CACCIARINI, MARTINA;GOTI, ANDREA
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 A2 (3) and 7-deoxycasuarine (20) by simple transformations of a common isoxazolidine adduct. © 2003 Elsevier Science Ltd. All rights reserved.
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