Institute of Chemistry, Saint Petersburg State University (SPbU), Universitetskaya nab. 7/9, Saint Petersburg 199034, Russia.
Org Biomol Chem. 2021 Nov 18;19(44):9773-9784. doi: 10.1039/d1ob01584b.
An effective approach to access functionalized 2-cyclonona(deca)[]isoxazoles and 15-oxo-3,10-methanobenzo[][1]azacyclododecines has been developed by the reaction of -aryl-,-bis(methoxycarbonyl)nitrones with cyclonona(deca)-1,2-dienes in a one-pot fashion. The reaction of -aryl--(phenylcarbamoyl)nitrones with these allenes proceeds strictly regioselectively giving the mixtures of diastereomeric isoxazolidines containing a double bond at the C-position of the isoxazolidine ring. The quantum chemical calculations show that the regioselectivity of these reactions is in good agreement with the reactivity indices of the considered compounds.
通过 -芳基-,-双(甲氧羰基)亚硝基与环壬(癸)-1,2-二烯的一锅法反应,开发了一种有效方法来获得功能化的 2-环壬(癸)[二]异恶唑和 15-氧代-3,10-甲烷苯并[][1]氮杂环十二烷。-芳基-(苯甲酰基)亚硝基与这些丙二烯的反应严格区域选择性地进行,得到含有异恶唑烷环 C 位双键的非对映异构体混合物。量子化学计算表明,这些反应的区域选择性与所考虑化合物的反应性指数非常吻合。