TfOH-Catalyzed Phosphinylation of 2,3-Allenols into γ-Ketophosphine Oxides
Runmin Zhao, Xianhua Huang, Minning Wang, Shanshan Hu, Yuxing Gao*, Pengxiang Xu* and Yufen Zhao
*Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005 Fujian, China,
Email: gaoxingchem
xmu.edu.cn, xpengxiangxmu.edu.cn
R. Zhao, X. Huang, M. Wang, S. Hu, Y. Gao, P. Xu, Y. Zhao, J. Org. Chem., 2020, 85, 8185-8195.
DOI: 10.1021/acs.joc.0c00328
see article for more reactions
Abstract
An efficient acid-catalyzed direct coupling of a wide range of unprotected 2,3-allenols with arylphosphine oxides provides structurally diverse γ-ketophosphine oxides with remarkable functional group tolerance and complete atom-economy under metal- and additive-free conditions. Mechanistic studies showed that this transformation involved a rearrangement and a phospha-Michael reaction.
see article for more examples
Key Words
ID: J42-Y2020
