Enantioselective Copper-Catalyzed [3+3] Cycloaddition of Azomethine Ylides with Azomethine Imines (pages 12641–12645)
Prof. Dr. Hongchao Guo, Honglei Liu, Fu-Lin Zhu, Dr. Risong Na, Hui Jiang, Yang Wu, Lei Zhang, Zhen Li, Hao Yu, Bo Wang, Dr. Yumei Xiao, Prof. Dr. Xiang-Ping Hu and Prof. Dr. Min Wang
Article first published online: 2 OCT 2013 | DOI: 10.1002/anie.201307317
The more dipoles, the merrier: An asymmetric [3+3] cycloaddition of azomethine ylides derived from imines 1 with azomethine imines 2 in the presence of a chiral ferrocenylphosphine–copper catalyst afforded highly functionalized heterocyclic products 3 in high yield with excellent enantio- and diastereoselectivity (see scheme; DBU=1,8-diazabicyclo[5.4.0]undec-7-ene). The 1,3-dipolar reaction partners can be readily prepared from aldehydes.