Synthesis of new tridentate chiral aminoalcohols by a multicomponent reaction and their evaluation as ligands for catalytic asymmetric Strecker reaction

A one-step, multicomponent Mannich-type reaction between phenols, paraformaldehyde, and β-aminoalcohols in the presence of LiCl afforded N-2-hydroxybenzyloxazolidines with high ortho-selectivity. Hydrolytic or reductive ring opening of the oxazolidines provided a series of N-salicyl-β-aminoalcohols in 84-92% overall yield. The synthesized compounds were evaluated as ligands for a titanium-catalyzed catalytic asymmetric Strecker reaction. The reaction employing 10 mol % of catalyst provided the Strecker products in excellent yields and up to 98% ee.     

FeCl3: an efficient catalyst for reactions of electron-rich arenes with imines or aziridines

Iron(III) chloride was discovered highly effective as catalyst in the Friedel-Crafts reactions of electron-rich arenes with imines or aziridines. It was found that reactions of imines were highly substrate-dependent, which generated mono- or double-addition products, while arenes reacted with aziridines regioselectively leading to the formation of desired ring-opening products in 2 min with moderate to good yields.     

两个手性胶囊分子的氢键介质的动态共价键合成

从手性环己-1,2-二胺衍生的手性双头基前体出发合成了两个手性的双层结构的胶囊化合物。设计前体带有氨基和醛基,它们被连接到两个分子内氢键诱导的折叠体片段上。分子内氢键通过促进三个亚胺键的形成促进两个大环板块的选择性形成。