Publication: Studies on Reactions of Thioketones with Trimethyl(trifluoromethyl)silane Catalyzed by Fluoride Ions
Studies on Reactions of Thioketones with Trimethyl(trifluoromethyl)silane Catalyzed by Fluoride Ions
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Mlostoń, G., Prakash, G. K. S., Olah, G. A., & Heimgartner, H. (2002). Studies on Reactions of Thioketones with Trimethyl(trifluoromethyl)silane Catalyzed by Fluoride Ions. Helvetica Chimica Acta, 85, 1644–1658. https://doi.org/10.1002/1522-2675(200206)85:6<1644::AID-HLCA1644>3.0.CO;2-8
Abstract
Abstract
Abstract
Treatment of 2,2,4,4-tetramethylcyclobutane-1,3-dione (6) in THF with CF3SiMe3 in the presence of tetrabutylammonium fluoride (TBAF) yielded the corresponding 3-(trifluoromethyl)-3-[(trimethylsilyl)oxy]cyclobutanone 7 (Scheme 1) via nucleophilic addition of a CF3 anion at the C=O group and subsequent silylation of the alcoholate. Under similar conditions, the 'monothione' 1 reacted to give thietane derivative 8 (Scheme 2), whereas in the case of 'dithione' 2 only the dispirodithietane 9, the dimer of 2, was formed (Scheme 3). A concei
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Creators (Authors)
- Mlostoń, Grzegorz
- Prakash, G K Surya
- Olah, George A
- Heimgartner, Heinz
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Citations
Mlostoń, G., Prakash, G. K. S., Olah, G. A., & Heimgartner, H. (2002). Studies on Reactions of Thioketones with Trimethyl(trifluoromethyl)silane Catalyzed by Fluoride Ions. Helvetica Chimica Acta, 85, 1644–1658. https://doi.org/10.1002/1522-2675(200206)85:6<1644::AID-HLCA1644>3.0.CO;2-8
