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Catalytic Enantioselective Peroxidation of α,β-Unsaturated Ketones

Xiaojie Lu, Yan Liu, Bingfeng Sun, Brittany Cindric and Li Deng

*Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110, Email: dengbrandeis.edu

X. Lu, Y. Liu, B. Sun, B. Cindric, L. Deng, J. Am. Chem. Soc., 2008, 130, 8134-8135.

DOI: 10.1021/ja802982h (free Supporting Information)


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Abstract

With an easily accessible cinchona alkaloid catalyst, efficient enantioselective peroxidation and epoxidation have been successfully developed. Employing readily available α,β-unsaturated ketones and hydroperoxides, this novel reaction will open new possibilities in the asymmetric synthesis of chiral peroxides and epoxides.

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Catalytic Enantioselective Peroxidation of α,β-Unsaturated Aldehydes for the Asymmetric Synthesis of Biologically Important Chiral Endoperoxides

L. Hu, X. Lu, L. Deng, J. Am. Chem. Soc., 2015, 137, 8400-8403.


Key Words

Peroxides, Organocatalysis, tert-Butylhydroperoxide, Cumene Hydroperoxide


ID: J48-Y2008-1770