S-脯氨酸催化丙酮与2,2-二甲基丙醛不对称直接羟醛缩合反应过渡态的理论研究  

Transition State Study on the S-Proline-catalyzed Direct Aldol Reaction between Acetone and 2,2-Dimethyl-propionaldehyde

作　　者：樊建芬[1] 吴丽芬[1] 

机构地区：[1]苏州大学化学化工学院江苏省有机合成重点实验室,苏州215006

出　　处：《化学学报》2005年第8期677-680,共4页Acta Chimica Sinica

基　　金：江苏省有机合成重点实验室开放课题(No. JSK010).

摘　　要：采用从头计算和密度泛函方法研究了S-脯氨酸催化丙酮和2,2-二甲基丙醛的不对称Aldol 反应的立体控制步骤,同时考虑了DMSO 溶剂效应, 计算得到了四个立体异构过渡态的优化构型及其相对能量, 解释了该不对称反应的立体选择性.HF and DFT calculations were employed to study the four stereoisomeric transition states in the stereo-controlling step of the direct aldol reaction between acetone and 2,2-dimethyl-propionaldehyde catalyzed by S-proline. The solvent effect of DMSO was involved. The calculation results revealed the enantio-selectivity of the reaction.

关 键 词：S-脯氨酸 丙酮 2 2-二甲基丙醛 羟醛缩合反应 溶剂效应 氢氟酸 碳碳键 密度泛函法 

分 类 号：O621.25[理学—有机化学]