AN EUROPIUM(III) COMPLEX AS AN EFFICIENT CATALYST FOR THE MICHAEL REACTION OF ALPHA,BETA-ENONES WITH KETENE SILYL ACETALS - LIS-NMR ANALYSIS FOR THE TRANSITION-STATE THROUGH COMPLEXATION BETWEEN EUROPIUM(III) CATALYST AND ENONES
CATALYSIS;
MICHAEL REACTION;
LANTHANIDE SHIFT REAGENT;
EUROPIUM COMPLEXES;
D O I:
10.1016/0020-1693(94)03929-1
中图分类号:
O61 [无机化学];
学科分类号:
070301 ;
081704 ;
摘要:
The europium(III) complex, Eu(dppm)3, is found to be an efficient catalyst for the Michael reactions of alpha,beta-enones with ketene silyl acetals. The high levels of erythro selectivity obtained in the reaction of tert-butyl (E)-propenyl ketones (2c) with (E)-1-tert-butoxy-1-[(trimethylsilyl)oxy]propene (3d) is rationalized on the basis of the LIS-NMR analysis of the europium(III) catalyst/enone 2c complex.