141334-32-9Relevant academic research and scientific papers
Synthesis of mono- and difluoroacetyltrialkylsilanes and the corresponding enol silyl ethers
Higashiya, Seiichiro,Chung, Woo Jin,Lim, Dong Sung,Ngo, Silvana C.,Kelly IV, William H.,Toscano, Paul J.,Welch, John T.
, p. 6323 - 6328 (2007/10/03)
A variety of mono- and difluoroacetylsilanes and the corresponding silyl enol ethers were prepared from trifluoroethanol and chlorotrialkylsilanes in the presence of LDA through retro-Brook rearrangement. Sterically demanding silyl groups, especially those bound to oxygen, resulted in higher yields of difluoroacetylsilanes. The yields of difluoroacetylsilanes were also dramatically affected by the method of the termination of the reaction. Difluorohaloacetylsilanes were prepared from the corresponding difluoroethenyl silyl ethers with electrophilic halogenating reagents in good yields. A γ-fluorinated β-diketone 9a was prepared from monofluoroacetyltriisopropylsilane by nucleophilic acylation with methyl trifluoroacetate.
A general method for synthesis of trifluoroacetyltrialkyl(aryl)silanes and the Sakurai reaction of fluorinated acylsilanes with allyl silanes
Chung, Woo Jin,Welch, John T.
, p. 543 - 548 (2007/10/03)
Trifluoroacetyltrialkyl(aryl)silanes, synthetic equivalents of trifluoroacetaldehyde, were prepared in good to moderate yields by reaction of 1,1-difluoro-2-trialkyl(aryl)silyl-2- trimethylsilyloxyethenes with Selectfluor. Sakurai reaction of fluorinated acylsilanes formed either the α-silylated ketones by means of Brook- and retro-Brook isomerization or, in the absence of Brook isomerization, homoallylic alcohols.
TRIFLUOROACETYLTRIPHENYLSILANE AS A POTENTIALLY USEFUL FLUORINE-CONTAINING BUILDING BLOCK. PREPARATION AND ITS TRANSFORMATION INTO 2,2-DIFLUORO ENOL SILYL ETHERS
Jin, Fuqiang,Jiang, Biao,Xu, Yuanyao
, p. 1221 - 1224 (2007/10/02)
The first example of perfluoroacylsilanes - trifluoroacetyltriphenylsilane was prepared in good yield and it has been converted into a series of 2,2-difluoro enol silyl ethers in almost quantitative yields by treatment with various organolithiums.
