UNUSUAL DIASTEREOFACIAL SELECTIVITY IN THE MICHAEL ADDITION-REACTIONS OF LITHIATED 2-AMINOACETATES AND 2-ACETAMIDES TO ALPHA, BETA-UNSATURATED CARBONYL-COMPOUNDS

被引:8
作者
KANEMASA, S [1 ]
NOMURA, M [1 ]
TAGUCHI, Y [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.1992.1801
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Unusual diastereofacial selectivities are observed in the Michael addition reactions of lithiated aminoacetates and -acetamides to alpha,beta-unsaturated carbonyl acceptors. Lithiated (methylamino)acetates and -acetamides show opposite anti- and syn-selectivities, respectively, while lithiated (dialkylamino)acetates and -acetamides are both highly syn-selective.
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页码:1801 / 1804
页数:4
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