Ligand-Controlled Inversion of Diastereo- and Enantioselectivity in Silver-Catalyzed Azomethine Ylide–Imine Cycloaddition of Glycine Aldimino Esters with Imines
2018
Yu, Bo | Yang, Ke-Fang | Bai, Xing-Feng | Cao, Jian | Zheng, Zhan-Jiang | Cui, Yu-Ming | Xu, Zheng | Li, Li | Xu, Li-Wen
A highly diastereo- and enantioselective silver-catalyzed azomethine ylide–imine (AYI) cycloaddition reaction of glycine aldimino esters with imines was developed in which the Xing-Phos-controlled syn-selective or DTBM-Segphos-induced anti-selective AYI cycloaddition reaction could be applied to the synthesis of a variety of stereodivergent 1-alkyl-2,5-substituted imidazolidines with high yields and excellent enantioselectivities (up to 99% ee) as well as good diastereoselectivities (up to 99:1 dr) under mild reaction conditions.
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