A highly diastereoselective synthesis of chroman derivatives bearing spirocyclic N,O-acetals skeleton via a one-pot tandem reaction
作者:Yu Zhou、Kai-Da Zhou、Xiao-Ping Xu、Ya-Nan Zhu、Zhen Wu、Shun-Jun Ji
DOI:10.1016/j.tet.2014.10.073
日期:2014.12
A tandem reaction for the synthesis of chroman framework via a one-pot reaction of phenol, paraformaldehyde, and 5-benzylimidazolidin-4-one mediated by p-nitrobenzoic acid is described. The chroman derivatives containing spirocyclic N,O-acetal skeleton can be obtained in moderate to good yields (up to 89%) with good to excellent diastereoselectivities (up to >20:1 dr).
描述了通过对硝基苯甲酸介导的苯酚,多聚甲醛和5-苄基咪唑啉丁-4-酮的一锅反应来合成苯并二氢吡喃骨架的串联反应。可以以中等至良好的产率(高达89%)以及良好至优异的非对映选择性(高达> 20:1 dr)获得含有螺环N,O-乙缩醛骨架的苯并二氢吡喃衍生物。