Enantioselective and diastereoselective catalysis of the Mukaiyama aldol reaction: ene mechanism in titanium-catalyzed aldol reactions of silyl enol ethers
β Scribed by Mikami, Koichi; Matsukawa, Satoru
- Book ID
- 121385497
- Publisher
- American Chemical Society
- Year
- 1993
- Tongue
- English
- Weight
- 224 KB
- Volume
- 115
- Category
- Article
- ISSN
- 0002-7863
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High diastereoselectivity was observed in the directed aldol reaction of lithiun 'enolates of 1-fluoro-3,3\_dimethylbutanone while an apparent reversa1 of diastereoselection was found in Lewis acid mediated reactions of corresponding enol silyl ethers. Application of the directed aldol reaction' to
Scandium triflate (Sc(OTf)3)-catalyzed aldol reactions of silyl enol ethers with aldehydes were successfully carried out in micellar systems. While the reactions proceeded sluggishly in water, remarkable enhancement of the reactivity was observed in the presence of a small amount of a surfactant. In