AN EFFICIENT METHOD FOR THE PREPARATION OF THREO CROSS-ALDOLS FROM SILYL ENOL ETHERS AND ALDEHYDES USING TRITYL PERCHLORATE AS A CATALYST
- 5 April 1985
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 14 (4), 447-450
- https://doi.org/10.1246/cl.1985.447
Abstract
Threo cross-aldol products are predominantly formed in good yields by treating tert-butyldimethylsilyl enol ethers with aldehydes in the presence of a catalytic amount of trityl perchlorate.Keywords
This publication has 10 references indexed in Scilit:
- Acyclic stereoselection. 27. Simple diastereoselection in the lewis acid mediated reactions of enolsilanes with aldehydes.Tetrahedron Letters, 1984
- Fluoride ion catalyzed aldol reaction between enol silyl ethers and carbonyl compoundsThe Journal of Organic Chemistry, 1983
- Tris(dialkylamino)sulfonium enolates. Synthesis, structure, and reactionsJournal of the American Chemical Society, 1983
- Stereochemical variations in the cyclocondensation of aldehydes with siloxydienes. An application to the erythronolide seriesJournal of the American Chemical Society, 1982
- Stereoselective aldol condensations via boron enolatesJournal of the American Chemical Society, 1981
- Trialkylsilyl triflates. 5. A stereoselective aldol-type condensation of enol silyl ethers and acetals catalyzed by trimethylsilyl trifluoromethanesulfonateJournal of the American Chemical Society, 1980
- Titanium Tetrachloride in Organic Synthesis [New synthetic methods (21)]Angewandte Chemie International Edition in English, 1977
- Fluoride ion catalyzed aldol reaction between enol silyl ethers and carbonyl compoundsJournal of the American Chemical Society, 1977
- New cross-aldol reactions. Reactions of silyl enol ethers with carbonyl compounds activated by titanium tetrachlorideJournal of the American Chemical Society, 1974
- Dynamic stereochemistry of aldolization—XXITetrahedron, 1972