The Ohio State University, 100 W. 18th Ave., Columbus, OH, USA.
Org Biomol Chem. 2013 Sep 21;11(35):5793-7. doi: 10.1039/c3ob41517a.
Highly functionalized oxazinanes are efficiently prepared through urea-catalyzed formal [3 + 3] cycloaddition reactions of nitrones and nitrocyclopropane carboxylates. The reaction system is general with respect to both the nitrocyclopropane carboxylates and nitrones enabling the preparation of a large family of oxazinanes, typically in high yield. This method affords access to enantioenriched oxazinane products through chirality transfer from enantioenriched nitrocyclopropane carboxylates.
通过脲催化的硝酮和硝基环丙烷羧酸酯的形式[3+3]环加成反应，高效制备了高度官能化的恶嗪烷。该反应体系对硝基环丙烷羧酸酯和硝酮均具有通用性，可用于制备一大类恶嗪烷，通常产率很高。该方法通过手性转移从手性富集的硝基环丙烷羧酸酯获得对映体富集的恶嗪烷产物。
