Stereo-Modulating Catalysis by Europium(III) Complexes in Aldol Reactions of Chiral α-Alkoxy Aldehydes with Ketene Silyl Acetals
- 1 January 1992
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 21 (1) , 29-32
- https://doi.org/10.1246/cl.1992.29
Abstract
The Eu(fod)3- or Eu(dppm)3-catalyzed aldol reactions of the four chiral α-alkoxy aldehydes having different protecting groups with (E)- or (Z)-ketene silyl acetals are shown to provide the high levels of diastereocontrol, the sense depending on the nature of the protecting group. The catalytic stereo-modulation is explained in terms of the mode of aldehyde/catalyst complexation (chelation vs. nonchelation).Keywords
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