Organocatalytic (3+3)-cycloaddition of <i>ortho</i>-substituted phenyl nitrones with aryl cyclopropane carbaldehydes: a facile access to enantioenriched 1,2-oxazinanes
作者:Arijit Hazra、Asit Ghosh、Neeraj Yadav、Prabal Banerjee
DOI:10.1039/d3cc02877a
日期:——
The first asymmetric (3+3)-cycloaddition of ortho-substituted phenyl nitrones with aryl cyclopropane carbaldehydes has been demonstrated by secondary amine catalysts. While the other ortho-substituents gave 1,2-oxazinanes, ortho-hydroxy ones provided a novel class of tetrahydrochromeno-1,2-oxazine cores via rare 1,3-aryl migration, followed by cyclization. An unusual type of asymmetric approach was
邻位取代的苯基硝酮与芳基环丙烷甲醛的首次不对称(3+3)环加成反应已通过仲胺催化剂得到证实。虽然其他邻位取代基产生 1,2-恶嗪烷,但邻位羟基取代基通过罕见的 1,3-芳基迁移,然后环化提供了一类新型四氢色烯基-1,2-恶嗪核。还认识到一种不寻常的非对称方法。