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

Tertiary 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.

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Bibliographic Details
Main Authors: Tejedor, David, Cotos, Leandro, García-Tellado, Fernando
Other Authors: Instituto de Salud Carlos III
Format: artículo biblioteca
Published: American Chemical Society 2011-07-22
Online Access:http://hdl.handle.net/10261/132565
http://dx.doi.org/10.13039/501100004587
http://dx.doi.org/10.13039/501100003329
http://dx.doi.org/10.13039/501100000780
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