Iron-catalyzed regio- and stereoselective ring opening of [2.2.1]- and [3-2.1]oxabicyclic alkenes with a Grignard reagent

被引:108
作者
Nakamura, M [1 ]
Matsuo, K [1 ]
Inoue, T [1 ]
Nakamura, E [1 ]
机构
[1] Univ Tokyo, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
关键词
D O I
10.1021/ol034375b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Arylative and alkenylative ring-opening reactions of a [2.2.1]- or [3.2.1]oxabicyclic alkene with a Grignard reagent take place in the presence of a catalytic amount of iron(III) chloride and a stoichiometric amount of TMEDA to produce a highly substituted 3-cyclohexen-1-ol or 3-cyclohepten-1-ol in good yield with high regio- and stereoselectivity.
引用
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页码:1373 / 1375
页数:3
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