A novel rearrangement leading to methoxycarbonylmethylated silyl enol ethers
โ Scribed by Hans-Ulrich Reissig
- Publisher
- Elsevier Science
- Year
- 1985
- Tongue
- French
- Weight
- 221 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Methyl 2-siloxycyclopropanecarboxylates rearrange smocthly and quantitatively to the corresponding silyl enol ethers (2) by addition of a catalytical amount of lodo trimethylsilane. Scope and limitation of this novel process as well as the synthesis of the electron rich diene (lea_) are described.
๐ SIMILAR VOLUMES
Silyl enol ethers are currently much interested in respect to the reaction of enolate anion, and many reports have been made on the formation and spectra of these compounds. 1 Little has been known, however, about the reactivity on the @-carbon of these compounds except trimethylsilylacetals. 2 We
The iodotrimethylsilane-catalyzed reaction of silyl enol ethers with aminomethyl ethers in acetonitrile gives aminomethylation products of the corresponding ketones readily. The reaction can also be catalyzed by trimethylsilyl trifluoromethanesulfonate in dichloromethane. Aminomethylation of ketones