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

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

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

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

DOI: 10.1021/jo302694d


Abstract

A N-heterocyclic carbene (NHC) copper(I) complex generated in situ by the reaction of Cu2O and a planar and centrally chiral bicyclic 1,2,4-triazolium salt was an efficient catalyst for the asymmetric β-boration of acyclic enones, producing β-boryl ketones in high yields and enantioselectivities.

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

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


Key Words

Boration


ID: J42-Y2013-0470