Regio- and stereoselective ring opening of vinyl epoxides with MgBr2

被引:2
作者
Du Ha, J [1 ]
Kim, SY [1 ]
Lee, SJ [1 ]
Kang, SK [1 ]
Ahn, JH [1 ]
Kim, SS [1 ]
Choi, JK [1 ]
机构
[1] Korea Res Inst Chem Technol, Div Med Sci, Taejon 305600, South Korea
关键词
vinyl epoxide; ring opening; bromohydrin; MgBr2;
D O I
10.1016/j.tetlet.2004.06.043
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5969 / 5972
页数:4
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