The EtAICl2-mediated intramolecular addition of silyl enol ethers to both terminal and internal unactivated alkyttes, bearing alkyl and phenyl susbstituents at the alkyne moiety, proceeded exclusively in the endo-fashion to give mono-and bicyclic p,T-unsaturated ketones in good to excellent yields.
The photosensitized singlet oxygen addition to a silyl enol ether
β Scribed by George M. Rubottom; Mayda I. Lopez Nieves
- Publisher
- Elsevier Science
- Year
- 1972
- Tongue
- French
- Weight
- 144 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0040-4039
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π 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
## Abstract Chelateβcontrolled Mukaiyama reaction of silyl enol ethers 2a, 2b, 2c, and 2d with Ξ²βformylcarboxylate 1 in the presence of TiCl~4~ provided Ξ³βlactones 3a, 3b, 3c, and 3d in very good yields and with good to excellent __trans__ selectivities. The use of BF~3~, SnCl~4~, and SnBr~4~ as Le