The cross-aldol reaction between a ketone and an aldehyde proceeded smoothly with threo diastereoselection favorably mediated by ytterbium trifluoromethanesulfonate and tertiary amine in diethyl ether or in dichloromethane. A ytterbium enolate was trapped with chlorotrimethylsilane to afford a silyl enol ether.
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Fukuzawa et al. (1994) studied this question.
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