Mini-Reviews in Organic Chemistry ( IF 2.3 ) Pub Date : 2018-05-31 , DOI: 10.2174/1570193x15666171211165344 Yumiko Suzuki 1
Chiral ionic liquids with a focus on their applications in asymmetric Michael additions and related reactions were reviewed. The examples were classified on the basis of the mode of asymmetric induction (e.g., external induction/non-covalent interaction or internal induction/covalent bond formation), the roles in reactions (as a solvent or catalyst), and their structural features (e.g., imidazolium-based chiral cations, other chiral oniums; proline derivatives). Most of the reactions with high chiral induction are Michael addition of ketones or aldehydes to chalcones or nitrostyrenes where proline-derived chiral ionic liquids catalyze the reaction through enamine/ iminium formation. Many reports demonstrate the recyclability of ionic liquid-tagged pyrrolidines.
中文翻译:
手性离子液体介导的不对称迈克尔加成。
综述了手性离子液体,重点介绍了其在不对称Michael加成反应中的应用及相关反应。根据不对称诱导的模式(例如,外部诱导/非共价相互作用或内部诱导/共价键形成),反应中的作用(作为溶剂或催化剂)及其结构特征(例如,实例)对示例进行分类。 ,基于咪唑鎓的手性阳离子,其他手性鎓;脯氨酸衍生物)。具有高手性诱导作用的大多数反应是向查耳酮或硝基苯乙烯中迈克尔或酮的迈克尔加成反应,其中脯氨酸衍生的手性离子液体通过烯胺/亚胺鎓的形成催化反应。许多报告证明了离子液体标记的吡咯烷的可回收性。