手性酰亚胺衍生物的合成及其在不对称Aldol反应中的应用

Synthesis of a Chiral Imide Derivative and its Application in Asymmetric Aldol Reaction

由(S)-脯氨醇衍生的N-Boc-2-氨甲基吡咯烷与邻苯二甲酸酐经缩合、脱Boc反应,合成了手性酰亚胺化合物(S)-N-(吡咯烷-2-基甲基)苯邻二甲酰亚胺(4),研究了其在辅助添加剂2,4-二氯苯甲酸存在下,催化丙酮或环己酮与邻硝基苯甲醛的不对称Aldol反应,产物的产率分别为75%,82%,ee值分别为34%,29%。

Chiral imide derivative （S）-N-（pyrrol-2-ylmethyl） phthalimide （4） were synthesized by the reaction of phthalic anhydride and （S） -tert-butyl 2- （aminomethyl） pyrrolidine-l-carboxylate which was prepared from （S） - prolinol. The asymmetric Aldol reactions of acetone or cyclohexanone with 2-nitrobenzaldehyde were catalyzed by chiral imide 4 with yield of 75% or 82% and ee of 34% or 29%.