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

Lin Hu, Xiaojie Lu and Li Deng*

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

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

DOI: 10.1021/jacs.5b05345 (free Supporting Information)


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Abstract

A highly enantioselective organocatalytic peroxidation of enals enabled an enantioselective route toward the core structure of interesting anticancer natural products including a cyclization cascade of a chiral bis(epoxy)hydroperoxide and should be applicable to the enantioselective synthesis of a broad range of chiral 1,2-dioxolanes and 1,2-dioxanes.

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Catalytic Enantioselective Peroxidation of α,β-Unsaturated Ketones

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


Key Words

Peroxides, Organocatalysis


ID: J48-Y2015