New very mild conditions for the opening of an epoxide assisted by a neighboring carbonyl group

作者：Walther Alexandre; Josien Lefebvre Delphine; Le Drian Claude^*

来源：Tetrahedron Letters, 2011, 52(20): 2550-2553.

DOI：10.1016/j.tetlet.2011.03.024

• Epoxide opening
• Iodine catalysis
• Intramolecular migration
• Regioselectivity
• Zinc iodide

An epoxide is opened stereo- and regio-selectively by 1,3-endo migration of a phenylthiogroup in almost neutral conditions. The thioether is then reduced to give the alcohol corresponding to the starting epoxide in an excellent yield.

• 出版日期2011-5-18