Organic Chemistry Portal



Asymmetric β-Boration of α,β-Unsaturated N-Acyloxazolidinones by [2.2]Paracyclophane-Based Bifunctional Catalyst

Lei Zhao, Yudao Ma*, Wenzeng Duan, Fuyan He, Jianqiang Chen and Chun Song

*Department of Chemistry, Shandong University, Shanda South Road No. 27, Jinan 250100, P. R. China, Email:

L. Zaho, Y. Ma, W. Duang, F. He, J. Chen, S. Soung, Org. Lett., 2012, 14, 5780-5783.

DOI: 10.1021/ol302839d

see article for more reactions


A new planar and central chiral bicyclic triazolium ligand enables a highly efficient copper-catalyzed asymmetric conjugate boration. This protocol gave various chiral secondary alkylboronates in very good ee. A preliminary mechanistic study supports the bifunctional nature of the catalyst.

see article for more examples

Enantioselective β-Boration of Acyclic Enones by a [2.2]Paracyclophane-Based N-Heterocyclic Carbene Copper(I) Catalyst

L. Zhao, Y. Ma, F. He, W. Duan, J. Chen, C. Song, J. Org. Chem., 2013, 78, 1677-1681.

Key Words

alkylboronic acids

ID: J54-Y2012-3710