Tetrahedron p. 6065 - 6070 (1988)
Update date:2022-08-04
Topics:
Lubineau, Andre
Meyer, Elsa
As a consequence of the hydrophobic effect, the reaction between silyl enol ethers and aldehydes are shown to proceed without a catalyst in aqueous solution and neutral conditions providing crossed-aldol products with a syn selectivity, as under pressure, that is the reverse in comparison with the acid catalysed reaction.With α,β-unsaturated aldehydes, 1,2- and 1,4-addition were observed, whereas with α,β-unsaturated ketones, only 1,4-addition occured.
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