SYN-SELECTIVE MICHAEL ADDITION OF LITHIATED 2-ALKOXYACETATES AND 2-ALKOXYACETAMIDES TO ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS

被引:18
作者
KANEMASA, S [1 ]
NOMURA, M [1 ]
WADA, E [1 ]
机构
[1] KYUSHU UNIV, INTERDISCIPLINARY GRAD SCH ENGN SCI, DEPT MOLEC SCI & TECHNOL, KASUGA, FUKUOKA 816, JAPAN
关键词
D O I
10.1246/cl.1991.1735
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The lithium Z-enolates derived from 2-alkoxyacetates and -acetamides undergo unusual syn-selective Michael addition to alpha,beta-unsaturated carbonyl compounds, where the syn selectivity of the amide enolates is much higher than that of the ester enolates. Factors that influence the stereoselectivity are also discussed.
引用
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页码:1735 / 1738
页数:4
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