Abstract
The authors would like to report our recent result on highly diastereoselective Michael addition of enolates derived from ketones, esters, and amides towards ethyl 3-trifluoromethylacrylate ( E )-1 . Lithium enolates were found to react with this acceptor smoothly to afford 5-oxoesters with anti selective fashon when ketone or ester enolates were employed as a Michael donor (eq 1), while syn selectivity was realized with amide enolates (eq 2). On the other hand, reaction with enolates derived from chiral acylated oxazolidinones furnished a single compound out of four possible stereoisomers (eq 3). Determination of relative stereochemistry and the enolate structure dependence of reactivity will be also discussed. ▪
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