Total syntheses of hyacinthacine A2 and 7-deoxycasuarine by cycloaddition to a carbohydrate derived nitrone

被引：147

作者：

Cardona, F ^{[1
]}

Faggi, E ^{[1
]}

Liguori, F ^{[1
]}

Cacciarini, M ^{[1
]}

Goti, A ^{[1
]}

机构：

[1] Univ Florence, Dipartimento Chim Organ Ugo Schiff, I-50019 Sesto Fiorentino, Firenze, Italy

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 11期

关键词：

glycosidases inhibitors; pyrrolizidine alkaloids; nitrones; carbohydrates; enantiospecific synthesis;

D O I：

10.1016/S0040-4039(03)00239-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

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页码：2315 / 2318

页数：4

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