Stereoselective synthesis of methyl (Z)-
Stereoselective synthesis of methyl (Z)-Ξ±-methoxyacrylates via two-carbon homologation of aldehydes
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Rachid Baati; Charles Mioskowski; Dhurke Kashinath; Sanjeevarao Kodepelly; Biao
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Article
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2009
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Elsevier Science
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French
β 217 KB
Methyl (Z)-a-methoxyacrylates are generated in good yields by a mild, stereospecific two-carbon homologation of a wide variety of aldehydes utilizing commercial methyl 2,2-dichloro-2-methoxyacetate and CrCl 2 under Barbier conditions at room temperature. A rational mechanism based upon a Reformatsky