- A synthesis of enantiomerically enriched propargyl silanes
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Reduction of ethyl 3-methyl-, 3-isopropyl- and 3-n-pentyl-3-[dimethyl(phenyl)silyl]propanoates 4 with DIBAL to the aldehydes 5, enol trifluoromethanesulfonate (triflate) formation using trifluoromethanesulfonic (triflic) anhydride and 2,6-di-tert-butylpyridine, and elimination using LDA, gives the propargyl silanes 8. The esters 4 could also be prepared enantiomerically enriched (11), and the final products are the enantiomerically enriched propargyl (homochiral) silanes 14.
- Fleming, Ian,Mwaniki, Joseph M.
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p. 1237 - 1247
(2007/10/03)
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- Chemistry of silyl thioketones. Part 10. Synthesis and reactivity of α-silyl vinyl sulfldes
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Aliphatic silyl thioketones containing an α-hydrogen atom undergo enethiolization to Z-α-silyl enethiols 2. Compounds 2 react with a variety of halides R3X to give open-chain α-silyl vinyl sulfides 3. Protiodesilylation of 3 was achieved upon treatment with fluoride ion to give vinyl sulfides 4. Reaction of 3 with Grignard reagents, in the presence of an appropriate nickel catalyst, results in a series of vinylsilanes 5 with a specific geometry.
- Bonini, Bianca Flavia,Comes-Franchini, Mauro,Fochi, Mariafrancesca,Mazzanti, Germana,Peri, Francesca,Ricci, Alfredo
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p. 2803 - 2809
(2007/10/03)
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- A regiodefined synthesis of α-trimethylsilyl ketones catalyzed by rhodium(I) hydride complex
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Regiodefined synthesis of α-trimethylsilyl ketones is attained by one of three different routes: isomerization of β-trimethylsilyl allyl alcohols (route A), isomerization of β'-trimethylsilyl allyl alcohols (route B), and dehydrogenation of β-trimethylsil
- Sato, Susumu,Matsuda, Isamu,Izumi, Yusuke
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