Mura, Manuel G. and De Luca, Lidia Vera Giovanna and Taddei, Maurizio and Williams, Jonathan M.J. and Porcheddu, Andrea (2014) Synthesis of α,β-unsaturated aldehydes based on a one-pot phase-switch dehydrogenative cross-coupling of primary alcohols. Organic Letters, Vol. 16 (10), p. 2586-2589. ISSN 1523-7060. eISSN 1523-7052. Article.
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An efficient one-pot ruthenium-catalyzed hydrogen-transfer strategy for a direct access to α,β-unsaturated aldehydes has been developed. The employment of enolates prepared in situ from alcohols avoided handling unstable aldehydes and provided a very appealing route to different cinnamaldehydes substituted in position 2. A silica-grafted amine was used as phase-switch tag leading to a selective one-pot process in favor of cross-dehydrogenative coupling products.
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