Microwave-Assisted Domino Access to C-2-Chain Functionalized Furans from Tertiary Propargyl Vinyl Ethers

作者:Tejedor David*; Cotos Leandro; Garcia Tellado Fernando
来源:Organic Letters, 2011, 13(16): 4422-4425.
DOI:10.1021/ol2017609

摘要

Tertiary propargyl vinyl ethers armed with an electron-withdrawing group (amide or ester) at the tertiary propargylic position have been efficiently transformed Into trisubstituted C-2-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).

  • 出版日期2011-8-19