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Chiral Lewis acid-catalyzed enantioselective intramolecular carbonyl ene reactions of unsaturated alpha-keto esters
Authors:Yang Dan  Yang Min  Zhu Nian-Yong
Institution:Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China. yangdan@hku.hk
Abstract:reaction: see text] Chiral Lewis acid-promoted highly enantioselective intramolecular carbonyl ene reactions of unsaturated alpha-keto esters have been investigated. In the presence of chiral Lewis acids such as Sc((R,R)-Ph-pybox)](OTf)(3) and Cu((S,S)-Ph-box)](OTf)(2), several unsaturated alpha-keto esters underwent carbonyl ene reactions in CH(2)Cl(2) at room temperature to give monocyclic products in good yield and excellent enantioselectivity.
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