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Regio- and stereoselective ring opening of vinyl epoxides with MgBr2
Authors:Jae Du Ha  Sun Young Kim  Su Jung Lee  Seung Kyu Kang  Jin Hee Ahn  Sung Soo Kim  Joong-Kwon Choi
Institution:Medicinal Science Division, Korea Research Institute of Chemical Technology, Taejon 305-600, South Korea
Abstract:The regio- and stereoselective ring opening of vinyl epoxides has been achieved by the use of Lewis acid, MgBr2, affording bromohydrins in excellent yield, which are readily transformed to azidoalcohol, a key intermediate of several classes of pyrrolizidine and indolizidine alkaloids. The scope and limitations of the reaction are discussed.
Keywords:Vinyl epoxide  Ring opening  Bromohydrin  MgBr2
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