Construction of nitrogen-containing 9-membered ring epoxy vinyl ethers via gold(I)-catalyzed intramolecular cyclization reactions of acyclic 5-aza-2,3-epoxy-7-yn-1-ols

Hsin Hui Lin, Yi Ju Chen, Kuan Yu Liao, Ming Chang P. Yeh

Research output: Contribution to journalArticle

Abstract

A series of substituted nitrogen-containing 9-membered epoxy vinyl ethers has been constructed from easily available 5-aza-2,3-epoxy-7-yn-1-ols. Attack of the hydroxyl group onto the gold(I)-activated alkyne gave the postulated 9-membered allylic vinyl ether gold intermediate which underwent protodeauration affording the 9-membered epoxy vinyl ethers.

Original languageEnglish
Pages (from-to)1281-1288
Number of pages8
JournalJournal of the Chinese Chemical Society
Volume61
Issue number12
DOIs
Publication statusPublished - 2014 Jul 25

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Keywords

  • Alcohol
  • Alkyne
  • Claisen rearrangement
  • Epoxy
  • Gold
  • Vinyl ether

ASJC Scopus subject areas

  • Chemistry(all)

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