MAGNESIUM BROMIDE-PROMOTED E/Z-ISOMERIZATION OF CARBONYL-CONJUGATED NITRONES AND HIGHLY STEREOSELECTIVE AND REGIOSELECTIVE CYCLOADDITIONS TO ALLYLIC ALCOHOL DIPOLAROPHILES

被引:67
作者
KANEMASA, S [1 ]
TSURUOKA, T [1 ]
机构
[1] KYUSHU UNIV, GRAD SCH ENGN SCI, DEPT MOLEC SCI & TECHNOL, KASUGA, FUKUOKA 816, JAPAN
关键词
D O I
10.1246/cl.1995.49
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Lewis acid promotes the E- to Z-isomerization of carbonyl-conjugated nitrones. The MgBr2.Et(2)O-catalyzed cycloadditions to allylic alcohols lead to the exclusive formation of the exo-stereoisomers of isoxazolidine-5-methanols. Participation of the Z-nitrone/MgBr2 complexes is suggested.
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页码:49 / 50
页数:2
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