A New Efficient Chiral Catalyst System. Combined Use of Tin(II) Oxide, Trimethylsilyl Triflate and Chiral Diamine in the Asymmetric Aldol Reaction
- 1 July 1990
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 19 (7) , 1147-1150
- https://doi.org/10.1246/cl.1990.1147
Abstract
The asymmetric aldol reaction between both achiral silyl enol ethers of thioesters and aldehydes is efficiently catalyzed by the use of a new catalyst system consisted of tin(II) oxide, trimethylsilyl triflate and a chiral diamine, to give the corresponding adducts in high yields with high diastereo- and enantioselectivities.Keywords
This publication has 4 references indexed in Scilit:
- A Convenient Method for the Preparation of Secondary Propargylic Ethers. The Reactions of Acetals with 1-Trimethylsilyl-1-alkynes Promoted by the Combined Use of Catalytic Amounts of Tin(IV) Chloride and Zinc ChlorideBulletin of the Chemical Society of Japan, 1988
- Trimethylsilyl trifltate catalyzed aldol-type reaction of enol silyl ethers and acetals or related compoundsTetrahedron, 1988
- Trimethysilyl triflate in organic synthesis11Part 11 of this series. Part 10: S. Murata and R. Noyori, Tetrahedron Letters 2107 (1981).Tetrahedron, 1981
- New cross-aldol reactions. Reactions of silyl enol ethers with carbonyl compounds activated by titanium tetrachlorideJournal of the American Chemical Society, 1974