Citation: Ying-Ying Sun, Bin Zhang, Liangbin Yu, Ranran Cui, Qingyang Zhao, Qing-Wei Zhang. Rhodium catalyzed asymmetric synthesis of Chiraphos derivatives[J]. Chinese Chemical Letters, ;2022, 33(12): 5084-5087. doi: 10.1016/j.cclet.2022.04.054 shu

Rhodium catalyzed asymmetric synthesis of Chiraphos derivatives

Ying-Ying Sun ^a ,
Bin Zhang ^a ,
Liangbin Yu ^b ,
Ranran Cui ^a ,
Qingyang Zhao ^{b, *,} ,
Qing-Wei Zhang ^{a, *,}

a.
Department of Chemistry, University of Science and Technology of China, Heifei 230026, China
b.
School of Pharmaceutical Sciences (Shenzhen), Shenzhen Campus of Sun Yat-sen University, Shenzhen 518107, China

zhaoqy26@mail.sysu.edu.cn

qingweiz@ustc.edu.cn

Received Date: 4 February 2022
Revised Date: 20 April 2022
Accepted Date: 20 April 2022
Available Online: 26 April 2022

Figures(4)

Herein, we report a highly efficient versatile synthetic route to Chiraphos derivatives through Rh/Ph-bod catalyzed asymmetric addition of aryl boronic acids to phosphinyl dienes. Various substituted phosphinyl dienes, both on the parent skeleton and the phosphine atoms, were well tolerated with this method and provided chiral phosphine oxides in satisfied yield and up to 95% ee. The corresponding Chiraphos derivative displayed an advantage over Chiraphos in the representative Pd-catalyzed asymmetric 1,4-addition reaction.
- Rhodium,
- Phosphine,
- Diene ligand,
- 1,4-Addition,
- Chiraphos
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