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Microwave-assisted domino access to C2-chain functionalized furans from tertiary propargyl vinyl ethers

AuthorsTejedor, David ; Cotos, Leandro ; García-Tellado, Fernando
Issue Date22-Jul-2011
PublisherAmerican Chemical Society
CitationOrganic Letters 13: 4422- 4425 (2011)
AbstractTertiary propargyl vinyl ethers armed with an electron-withdrawing group (amide or ester) at the tertiary propargylic position have been efficiently transformed into trisubstituted C2-chain functionalized furans. The metal-free domino transformation involves a microwave-assisted tandem [3,3]-propargyl Claisen rearrangement/5-exo-dig O-cyclization reaction. The manifold can be performed in a one-pot fashion from the primary components (1,2-ketoester/1,2-ketoamide or tertiary propargyl alcohols). © 2011 American Chemical Society.
Publisher version (URL)http://dx.doi.org/10.1021/ol2017609
Identifiersissn: 1523-7060
e-issn: 1523-7052
Appears in Collections:(IPNA) Artículos
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