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Application of Bidentate Oxazoline-Carbene Ligands with Planar and Central Chirality in Asymmetric β-Boration of α,β-Unsaturated Esters

Zonghong Niu, Jianqiang Chen, Zhen Chen, Manyuan Ma, Chun Song* and Yudao Ma*

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

Z. Niu, J. Chen, Z. Chen, M. Ma, C. Song, Y. Ma, J. Org. Chem., 2015, 80, 602-608.

DOI: 10.1021/jo5021135 (free Supporting Information)


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Abstract

Bidentate Oxazoline-substituted imidazolium salts based on [2.2]paracyclophane with planar and central chirality can be used as ligand in Cu(I)-catalyzed asymmetric β-boration of α,β-unsaturated esters, giving the desired products in high enantioselectivities and yields.

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Key Words

boration, hydroxylation, sodium perborate


ID: J42-Y2015