|
|||||
|
|
Towards Axially Chiral Pyrazole-Based Phosphorus Scaffolds by Dipeptide-Phosphonium Salt Catalysis |
|
| Authors: | Jia-Hong Wu Dr Jian-Ping Tan Jia-Yan Zheng Jiajia He Prof Dr Zhenlei Song Prof Dr Zhishan Su Prof Dr Tianli Wang |
| Institution: | 1. Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064 P. R. China
These authors contributed equally to this work.;2. Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064 P. R. China Hunan Province Key Laboratory of Environmental Catalysis and Waste Recycling, College of Materials and Chemical Engineering, Hunan Institute of Engineering, Xiangtan, 411104 P. R. China These authors contributed equally to this work.;3. Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu, 610064 P. R. China;4. West China School of Pharmacy, Sichuan University, Chengdu, 610041 China |
| Abstract: | Given the comparatively lower rotational barriers, the catalytic asymmetric construction of axially chiral biaryl structures, especially those containing a five-membered heterocycle, still remains a challenge. Herein, we described a general and modular protocol to access atropisomeric arylpyrazole scaffolds containing a phosphorus unit by a dipeptide phosphonium salt catalyzed reaction involving an oxidative central-to-axial chirality conversion. This reaction features excellent yields and enantioselectivities, broad substrate scope, and a low catalyst loading, delivering axially chiral phosphine compounds. |
| Keywords: | Axial Chirality Heterocycles Huisgen Cycloaddition Organocatalysis Phosphorous |