Silyl enol ethers (2) react with trihutyl [(phenylthio) chloromethyl] stannane (1) in the presence of Zinc bromide to give B-phenylthiomethylstannyl ketones (3) in good yields. Silyl dienol ethers (4) mainly give products (5) due to y-attack, under these conditions. S-Stannyl Carbonyl compounds have
✦ LIBER ✦
Determination of the Nucleophilicities of Silyl and Alkyl Enol Ethers
✍ Scribed by Burfeindt, Jens; Patz, Matthias; Müller, Michaela; Mayr, Herbert
- Book ID
- 127242726
- Publisher
- American Chemical Society
- Year
- 1998
- Tongue
- English
- Weight
- 409 KB
- Volume
- 120
- Category
- Article
- ISSN
- 0002-7863
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Enolates generated by treatment of silyl ketene acetals and enol ethers with fluoride ion sources add to nitroarenes to produce s H adducts that oxidize either with KMnO 4 to give substituted nitroarenes or with dimethyldioxirane to give substituted phenols. In the latter case the oxidation results