Synthesis of a Class of Chiral-Bridged Phosphoramidite Ligands and Their Applications in the First Iridium-Catalyzed Asymmetric Addition of Arylboronic Acids to Isatins
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- 作者：Yue Zhuang ; Yuwei He ; Zihong Zhou ; Wang Xia ; Chuyu Cheng ; Meng Wang ; Bin Chen ; Zhongyuan Zhou ; Jiyan Pang ; Liqin Qiu
- 刊名：Journal of Organic Chemistry
- 出版年：2015
- 出版时间：July 17, 2015
- 年：2015
- 卷：80
- 期：14
- 页码：6968-6975
- 全文大小：464K
- ISSN：1520-6904
文摘
A series of novel chiral phosphoramidite ligands based on chiral-bridged biphenyl backbones have been prepared conveniently and characterized. The ligands complexed with [IrCodCl]2 provided the first iridium catalyst system for the asymmetric addition of arylboronic acids to N-protected isatins with high efficiency. When performed in THF/H2O at 80 掳C with 2 equiv of the arylboronic acids, the transformations acquired good to excellent results (up to 98% yield and 95% ee).