Medicinal and Process Chemistry Division, Central Drug Research Institute, CSIR, Lucknow 226 001, India.
Org Lett. 2012 Feb 3;14(3):824-7. doi: 10.1021/ol2033493. Epub 2012 Jan 25.
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.
本文描述了一种通过 AuCl(3)催化的亲电环化(羟基辅助区域选择性水合)将 4-溴-3-炔-1-醇高效转化为 γ-丁内酯的方法,该反应在湿甲苯中进行。研究发现,各种仲醇和叔醇(包括苄基体系)都具有相同的反应活性,在所有情况下都获得了中等至优异的产率。