Servicio de Resonancia Magnetica Nuclear, CEQMA, Instituto de Sintesis Quimica y Catalisis Homogenea, Universidad de Zaragoza, CSIC, 50009 Zaragoza, Aragón, Spain.
J Org Chem. 2011 May 20;76(10):4139-43. doi: 10.1021/jo200315k. Epub 2011 Apr 29.
Two new polyhydroxylated nortropane analogues closely related with Calystegines have been prepared in excellent chemical yields and complete selectivity. A synthetic strategy based on consecutive nucleophilic allylation, oxidation, and intramolecular dipolar cycloaddition was developed. The formation of key intermediate cycloadducts were observed to take place through the recently confirmed thermally induced 2-aza-Cope rearrangement of nitrones.
两种与喇叭茶新的多羟基降紫堇烷类似物已通过连续亲核烯丙基化、氧化和分子内偶极环加成反应，以优异的化学产率和完全的选择性制备。关键中间体环加成物的形成通过最近证实的氮氧自由基热诱导的 2-氮杂-Cope 重排来实现。
