title: A new synthesis of γ-butyrolactones via AuCl(3)- or Hg(II)-catalyzed intramolecular hydroalkoxylation of 4-bromo-3-yn-1-ols.
abstract: An efficient conversion of 4-bromo-3-yn-1-ols to γ-butyrolactones via AuCl(3)-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.
authors.affiliation: Medicinal and Process Chemistry Division, Central Drug Research Institute, CSIR, Lucknow 226 001, India. msreddy@cdri.res.in
authors.forename: Maddi Sridhar
authors.initials: MS
authors.lastname: Reddy
authors.forename: Yalla Kiran
authors.initials: YK
authors.lastname: Kumar
authors.forename: Nuligonda
authors.initials: N
authors.lastname: Thirupathi
mesh_terms: D015107:4-Butyrolactone / Q000138:chemical synthesis*; D017605:Bromine Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D017612:Gold Compounds / Q000737:chemistry*; D006865:Hydrogenation; D007536:Isomerism; D008628:Mercury / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D017605:Bromine Compounds; D017612:Gold Compounds; C038016:gold chloride; D008628:Mercury; D015107:4-Butyrolactone