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Nonparallelism between reaction rate and dienophile-catalyst affinity in catalytic enantioselective Diels-Alder reactions
Authors:Ryu Do Hyun  Zhou Gang  Corey E J
Institution:Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
Abstract:reaction: see text] The above reaction is much faster with Y = CF(3)CH(2)O than with Y = CH(3)O. However, the methyl ester is a strong inhibitor of the Diels-Alder reaction of the trifluoroethyl ester, since it has a higher affinity for the catalyst 1.
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