通过不对称氢化实现γ-取代环状β-酮酯的动态动力学拆分：构建具有三个相邻立体中心的手性环状β-羟基酯。
Dynamic Kinetic Resolution of γ-Substituted Cyclic β-Ketoesters via Asymmetric Hydrogenation: Constructing Chiral Cyclic β-Hydroxyesters with Three Contiguous Stereocenters.
作者信息
Yang Dan, Wu Xiong, Zheng Xiao-Jie, Xie Jian-Hua, Zhou Qi-Lin
机构信息
State Key Laboratory and Institute of Elemento-organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China.
出版信息
Org Lett. 2021 Jul 2;23(13):5153-5157. doi: 10.1021/acs.orglett.1c01689. Epub 2021 Jun 21.
An efficient asymmetric hydrogenation of racemic γ-substituted cyclic β-ketoesters via dynamic kinetic resolution to provide chiral cyclic β-hydroxy esters with three contiguous stereocenters is reported. Using a chiral spiro iridium catalyst ()- (Ir-SpiroSAP), a series of racemic γ-aryl/alkyl substituted cyclic β-ketoesters were hydrogenated to the corresponding chiral cyclic β-hydroxy esters in high yields (84-97%) with good to excellent enantioselectivities (69->99% ee) and ,-selectivities (up to >99:1).
报道了一种通过动态动力学拆分实现外消旋γ-取代环状β-酮酯的高效不对称氢化反应，以提供具有三个相邻立体中心的手性环状β-羟基酯。使用手性螺环铱催化剂()- (Ir-SpiroSAP)，一系列外消旋γ-芳基/烷基取代的环状β-酮酯被氢化为相应的手性环状β-羟基酯，产率高（84-97%），对映选择性良好至优异（69->99% ee），且非对映选择性高达>99:1。
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