Phosphine-catalyzed domino reaction for the synthesis of conjugated 2,3-dihydrofurans from allenoates and Nazarov reagents

Peizhong Xie, Wenqing Lai, Zhishuai Geng, You Huang*, Ruyu Chen

*Corresponding author for this work

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Abstract

A new domino reaction for Nazarov reagents: An efficient approach was developed for the construction of highly functionalized conjugated 2,3-dihydrofuran skeletons. Nazarov reagents were used for the first time in a phosphine-catalyzed domino reaction and successfully used to construct five-membered ring compounds using alcohol as the solvent. DFT calculations indicate that alcohol is essential for the catalysis of the [1,2]-proton transfer.

Original languageEnglish
Pages (from-to)1533-1537
Number of pages5
JournalChemistry - An Asian Journal
Volume7
Issue number7
DOIs
Publication statusPublished - Jun 2012
Externally publishedYes

Keywords

  • Nazarov reagent
  • allenoates
  • dihydrofurans
  • domino reactions
  • phosphine

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Xie, P., Lai, W., Geng, Z., Huang, Y., & Chen, R. (2012). Phosphine-catalyzed domino reaction for the synthesis of conjugated 2,3-dihydrofurans from allenoates and Nazarov reagents. Chemistry - An Asian Journal, 7(7), 1533-1537. https://doi.org/10.1002/asia.201200140