Copper/Lewis base cooperatively catalyzed asymmetric allylic alkylation of Morita–Baylis–Hillman carbonates with azomethine ylides
Yimin Hu, Zhengyang Yan, Wangyu Shi, Jianning Liao, Min Liu, Ting Pan, Wei Wang, Yongjun Wu, Xianghong Hao, Hongchao Guo
Abstract
In this paper, an asymmetric allylic alkylation of easily available azomethine ylides with Morita-Baylis-Hillman (MBH) carbonates through a copper (i)/Lewis base cooperative catalysis strategy has been realized. The co-catalyzed asymmetric allylic alkylation provided the corresponding amino acid derivatives in up to 90% yields with up to 99% ee as well as good to excellent regioselectivity.
Topics & Concepts
Tsuji–Trost reactionCatalysisChemistryAllylic rearrangementLewis acids and basesCopperAlkylationMorita therapyBase (topology)Combinatorial chemistryOrganic chemistryStereochemistryMedicinal chemistryPsychologyPsychoanalysisMathematical analysisMathematicsAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and CatalysisSynthetic Organic Chemistry Methods