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Citation: Xiushuai Chen, Chuanjin Hou, Qing Li, Yanjun Liu, Ruifeng Yang, Xiangping Hu. Enantioselective synthesis of chiral phosphonylated 2,3-dihydrofurans by copper catalyzed asymmetric formal [3+2] cycloaddition of propargylic esters with β-keto phosphonates[J]. Chinese Journal of Catalysis, ;2016, 37(8): 1389-1395. doi: 10.1016/S1872-2067(16)62488-9 shu

Enantioselective synthesis of chiral phosphonylated 2,3-dihydrofurans by copper catalyzed asymmetric formal [3+2] cycloaddition of propargylic esters with β-keto phosphonates

a. School of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034, Liaoning, China;
b. Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China

Received Date: 21 May 2016
Revised Date: 14 June 2016

Fund Project: This work was supported by the National Natural Science Foundation of China (21403022, 21572226) and the Natural Science Foundation of Liaoning Province of China (2015020194).

Copper catalyzed asymmetric formal [3+2] cycloaddition of propargylic esters to β-keto phosphonates for the synthesis of chiral phosphonylated 2,3-dihydrofurans was developed. By using a bulky and structurally rigid tridentate ketimine P,N,N ligand, a series of optically active phosphonylated 2,3-dihydrofurans were prepared in high yield and up to 92% ee.
- Copper,
- Asymmetric synthesis,
- [3+2] Cycloaddition,
- β-Keto phosphonates,
- Phosphonylated 2,3-dihydrofurans
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