Casas-Solvas Juan M, Ortega-Caballero Fernando, Giménez-Martínez Juan J, Vargas-Berenguel Antonio
Area de Química Orgánica, Universidad de Almería, 04120 Almería, Spain.
J Org Chem. 2004 Dec 10;69(25):8942-5. doi: 10.1021/jo0488457.
We report the synthesis of functionalized beta-cycloaltrins having azido groups at C-3, C-6, and both C-3 and C-6 by nucleophilic epoxy ring-opening of per-2,3-anhidro-beta-cyclomannin derivatives. The value of these compounds as templates for further functionalization is exemplified by the conversion of heptakis(3,6-diazido-3,6-dideoxy)-beta-cycloaltrin into the per-3,6-diamino, per-3,6-diacetamido, per-3,6-dichloroacetamido, and per[3,6-bis(N'-ethylureido)] derivatives in good yields.
我们报道了通过全-2,3-脱水-β-环甘露聚糖衍生物的亲核环氧开环反应，合成在C-3、C-6以及C-3和C-6均带有叠氮基的功能化β-环糊精。七(3,6-二叠氮基-3,6-二脱氧)-β-环糊精转化为全-3,6-二氨基、全-3,6-二乙酰氨基、全-3,6-二氯乙酰氨基和全[3,6-双(N'-乙基脲基)]衍生物，且产率良好，这例证了这些化合物作为进一步功能化模板的价值。
