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 2Y~ selectivity, as under pressure, that is the reverse in comparison with the a
Organometallic high-pressure reactions. 2. Aldol reaction of silyl enol ethers with aldehydes under neutral conditions
β Scribed by Yamamoto, Yoshinori; Maruyama, Kazuhiro; Matsumoto, Kiyoshi
- Book ID
- 127272332
- Publisher
- American Chemical Society
- Year
- 1983
- Tongue
- English
- Weight
- 384 KB
- Volume
- 105
- Category
- Article
- ISSN
- 0002-7863
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π SIMILAR VOLUMES
ne aldol reaction of siIyl enol ethers with aldehydes is \_wccessfuIly carried out in aqueous media by using a lanthsnide trifluoromethanesulfonate as a catalyst. Water soluble aldehydes are applicable and the catalyst can be recovered andreusedin this reaction.
Contrary to previous reports, it was found that hydrolysis of silyl enol ethers is superior to the desired condensation in lnCl3-catalyzed aldol reactions of silyl enol ethers with aldehydes in water. The reactions were found to proceed in certain amounts in the presence of a catalytic amount of a L