l-Pipecolinic acid derived Lewis base organocatalyst for asymmetric reduction of N-aryl imines by trichlorosilane: effects of the side amide group on catalytic performances
作者:Zhouyu Wang、Chao Wang、Li Zhou、Jian Sun
DOI:10.1039/c2ob26772a
日期:——
A series of N-formamides derived from pipecolinic acid have been synthesized and tested as Lewis base catalysts for the enantioselective reduction of N-aryl imines by trichlorosilane. Through the investigation of the structure–efficacy relationship between the side amide group and catalytic performance, several highly effective catalysts were discovered. In particular, arylamido-type catalyst 5i and
衍生自一系列的N-甲酰胺胡椒酸已合成并测试了路易斯碱催化剂,可通过以下方法对映选择性还原N-芳基亚胺三氯硅烷。通过研究侧酰胺基与催化性能之间的结构-效率关系,发现了几种高效催化剂。特别地,芳基酰胺基型催化剂5i和非芳基酰胺基型催化剂6c表现出高反应性和对映选择性,以高分离产率(最高98%)和ee值(最高90%)降低了多种N-芳基亚胺的还原。96%)。此外,这两种催化剂在其对非芳族酮亚胺和非甲基酮亚胺的耐受性方面彼此互补。