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Asymmetric α-Benzoyloxylation of β-Ketocarbonyls by a Chiral Primary Amine Catalyst

Dehong Wang, Changming Xu, Long Zhang, and Sanzhong Luo*

*Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China, Email: luosziccas.ac.cn

D. Wang, C. Xu, L. Zhang, S. Luo, Org. Lett., 2015, 17, 576-579.

DOI: 10.1021/ol503592n (free Supporting Information)


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Abstract

The direct asymmetric α-benzoyloxylation of β-ketocarbonyls catalyzed by a chiral primary amine demonstrates excellent enantioselectivity for a broad range of substrates, which allows convenient access to highly enantioenriched α-hydroxy-β-ketocarbonyls.

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Key Words

hydroxylation, benzoyl peroxide, organocatalysis


ID: J54-Y2015