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Difference in the behavior of methyl (S)-α-bromopropionate in its addition to trimethylvinylsilane depending on the method of initiation
Authors:A B Terentiev  T T Vasilieva  N A Kuz'mina  S A Orlova  N S Ikonnikov  E I Mysov  E Kolehmainen  K Laihia  Yu N Belokon
Institution:(1) Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 117813 Moscow, Russian Federation;(2) Department of Chemistry, University of Jyväskylä, P. O. Box 35, FIN-40351 Jyväskylä, Finland
Abstract:The addition of methyl (S)-2-bromopropionate to trimethylvinylsilane initiated by systems based on iron pentacarbonyl affords a racemic adduct and is accompanied by racemization of the unreacted chiral ester. In the presence of benzoyl peroxide, the reaction proceeds similarly, but no racemization of the starting chiral ester occurs.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 715–718, March, 1996.
Keywords:addition  iron pentacarbonyl  racemization  methyl (S)-2-bromopropionate
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