Influence of substituents on regioselectivity of vinyllithium formation with acrylic acid Derivatives |
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Authors: | Richard R Schmidt Heike Speer |
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Affiliation: | Fakultät Chemie, Universität Konstanz Postfach 5560, D-7750 Konstanz, Germany |
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Abstract: | β-Alkoxy, β-dialkylamino, and β-N-alkylacylamino substituents determine the regioselectivity of the vinylic deprotonation of acrylic ester and nitrile derivatives: either α- or β-vinyllithium species may be generated. The corresponding acrylamides or systems with additional α-alkyl or α-methylmercapto substituents are lithiated at β-position. |
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