- REINVESTIGATION OF THE REACTION OF LITHIUM TRIMETHYLSILYL ACETATE ENOLATE WITH CHLOROTRIMETHYLSILANE
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Reaction of lithium trimethylsilyl acetate enolate with chlorotrimethylsilane affords bis(trimethylsilyl) ketene acetal 1 or trimethylsilyl α-trimethylsilylated acetate 2 depending on the reaction conditions.
- Bellassoued, Moncef,Gaudemar, Marcel
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- Electrochemical synthesis of 1,2-disilylethanes from α-silylacetic acids
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The synthesis of 1,2-disilylethanes [R1R2R 3Si(CH2)2SiR1R2R 3] is usually conducted by using noble metal reagents or catalysts. This work describes a new electrochemical synthetic method for their preparation in good yields by oxidation of α-silylacetic acids at Pt anodes (Kolbe electrolysis). Most of the reported synthesized 1,2-disilylethanes in this work are unknown.
- Shtelman, Alex V.,Becker, James Y.
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p. 4710 - 4714
(2011/07/08)
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- Two-carbon homologation of aldehydes via silyl ketene acetals: A new stereoselective approach to (E)-alkenoic acids
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Aldehydes are converted into (E)-α,β-unsaturated carboxylic acids using C,O,O-tris(trimethylsilyl)ketene acetal 1. This organosilicon reagent is easily generated from trimethylsilyl acetate, LDA, and chlorotrimethylsilane. The effectiveness of the reaction has been explored for a large variety of aldehydes with Lewis acids and fluorides as catalysts.
- Bellassoued, Moncef,Lensen, Nathalie,Bakasse, Mina,Mouelhi, Sinda
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p. 8785 - 8789
(2007/10/03)
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- Ultrasound-induced Synthesis of Trimethylsilylacetic Acid Trimethylsilylester
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The reaction of bromoacetic acid trimethylsilylester with zinc in presence of chlorotrimethylsilane is promoted by sono-waves.The trimethylsilylacetic acid trimethylsilylester could be obtained in high yield.Different products are observed in presence of dichlorodimethylsilane.Mechanistical aspects are discussed.
- Nietzschmann, Eckhart,Boege, Olaf,Tzschach, Alfred
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p. 281 - 284
(2007/10/02)
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- α-SILYL TRIMETHYLSILYLESTERS FROM ALIPHATIC CARBOXYLIC ACID DIANIONS
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The synthesis of α-silyl trimethylsilyl esters from aliphatic carboxylic acid dianions is reported.The results indicate kinetic and thermodynamic control of silylation of acid dianions.
- Bellassoued, M.,Dubois, J. E.,Bertounesque, E.
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p. 263 - 266
(2007/10/02)
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- A SIMPLE PREPARATION OF TRIMETHYLSILYL ACETIC ACID
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A facile access to trimethylsilyl acetic acid is described.The method involves the preparation of the corresponding trimethylsilyl ester in fairly qood yield (70 percent).
- Bellassoued, M.,Dubois, J.E.,Bertounesque, E.
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p. 1181 - 1184
(2007/10/02)
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- Reactions of Trialkylsilyl Trifluoromethanesulfonates, II. - Synthesis of O-Alkyl-O-(trialkylsilyl)ketene Acetals and 2-(Trialkylsilyl)carboxylates
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Alkyl carboxylates 2 are silylated by trialkylsilyl triflates 1 in the presence of triethylamine (3) to yield ketene acetals 4.In reactions of the esters 6 mixtures of ketene acetals 7 and at the α-carbon silylated esters 8 are obtained.Ethanoic acid esters and lactones are doubly silylated to give the products 11, 12, and 15, respectively.Under suitable conditions silylation of the esters 10 gives rise to the 2-trimethylsilylethanoic acid esters 13.The thermodynamically more stable products are obtained.Product distributions depend on the structure of the esters and the silylating agents 1.
- Emde, Herbert,Simchen, Gerhard
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p. 816 - 834
(2007/10/02)
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