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The clash of hybridizations: A tailored phase-transfer organocatalyst merges sp3- and sp2-hybridized carbon atoms by catalyzing the first enantioselective vinylic substitution (see scheme; EWG=electron-withdrawing group). The method provides access to optically active compounds possessing vinyl-substituted quaternary stereocenters with control of the alkene configuration.
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Poulsen et al. (2006) studied this question.
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