A new strategy for the elaboration of pyrrolidine N-oxides using the reverse-Cope elimination

被引:14
作者
Hanrahan, JR [1 ]
Knight, DW [1 ]
机构
[1] Cardiff Univ, Dept Chem, Cardiff CF1 3TB, S Glam, Wales
关键词
D O I
10.1039/a806335d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Condensations of the unsaturated nitrones 13 with lithiated methyl phenyl sulfone provide excellent yields of the unsaturated hydroxylamines 14 as single stereoisomers, which undergo rapid reverse-Cope elimination at ambient temperature, assisted by the constraint of the acetonide ring, leading to the pyrrolidine N-oxides 15 as single enantiomers.
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页码:2231 / 2232
页数:2
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