Tetrahedron Letters p. 2891 - 2894 (1994)
Update date:2022-09-26
Topics: Substrate Selective Experimental approach polymer supported
Cavelier, Florine
Gomez, Sylvie
Jacquier, Robert
Verducci, Jean
Asymmetric protonation of achiral silyl enol ethers employing chiral proton donors is described for the first time. We have obtained modest enantiomeric excesses by carrying out these reactions in homogeneous solution. The subject of this paper is to report in a preliminary fashion the substantially improved asymmetric induction that can be achieved by supporting the proton donor on a polymeric resin (up to 94% ee). A temperature effect is observed and discussed.
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