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Cobalt-Catalyzed Enantioselective Hydroboration of 1,1-Disubstituted Aryl Alkenes

Lei Zhang, Ziqing Zuo, Xiaolong Wan and Zheng Huang*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032, China, Email: huangzhsioc.ac.cn

L. Zhang, Z. Zuo, X. Wan, Z. Huang, J. Am. Chem. Soc., 2014, 136, 15501-15504.

DOI: 10.1021/ja5093908 (free Supporting Information)


Abstract

Cobalt complexes of iminopyridine-oxazoline (IPO) ligands can be applied to the asymmetric hydroboration of 1,1-disubstituted aryl alkenes to afford α-alkyl-β-pinacolatoboranes with exclusive regioselectivity in high yields with up to 99.5% ee. An efficient synthesis of naproxen is described.

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Key Words

alkylboronates


ID: J48-Y2014