C2-Symmetric bipyrrolidines as organocatalysts for asymmetric Diels–Alder reactions
作者:Yuanhui Ma、Yong Jian Zhang、Shangbin Jin、Qiqi Li、Chenguang Li、Junseong Lee、Wanbin Zhang
DOI:10.1016/j.tetlet.2009.10.067
日期:2009.12
A new class of C2-symmetric 3,3′-dialkoxy-2,2′-bipyrrolidines have been designed and developed for asymmetric organocatalytic Diels–Alder reactions of α,β-unsaturated aldehydes. The bipyrrolidines combined with HClO4 were found to be effective organocatalysts for enantioselective Diels–Alder reactions. The catalysis mode has been demonstrated by NMR and X-ray crystallographic studies for diiminium
针对α,β-不饱和醛类的不对称有机催化狄尔斯-阿尔德反应,设计并开发了新型的C 2-对称的3,3'-二烷氧基-2,2'-联吡咯烷酮。发现联吡咯烷类与HClO 4结合是对映选择性Diels-Alder反应的有效有机催化剂。催化模式已通过NMR和X射线晶体学研究证明了亚胺中间体的存在。