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A New Synthesis of γ-Butyrolactones via AuCl3- or Hg(II)-Catalyzed Intramolecular Hydroalkoxylation of 4-Bromo-3-yn-1-ols
- Reddy, Maddi Sridhar, Kumar, Yalla Kiran, Thirupathi, Nuligonda
- Organic letters 2012 v.14 no.3 pp. 824-827
- Lewis acids, alcohols, chemical reactions, chemical structure, mercury, regioselectivity, toluene
- An efficient conversion of 4-bromo-3-yn-1-ols to γ-butyrolactones via AuCl₃-catalyzed electrophilic cyclization (hydroxyl-assisted regioselective hydration) in wet toluene is described. Various secondary and tertiary alcohols including benzylic systems were found to be equally reactive with moderate to excellent yields obtained in all cases.