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Ethyl Lithio trimethylsilyl acetate

Schank, K. Beck, H. Werner, R, Helv. Chim. Acta 2000, 83, 1611. [Pg.293]

Alkylations. Alkylation of the title enolate (1) with alkyl iodides in the presence of HMPA allows for the preparation of higher a-silyl esters.  [Pg.293]

Ester enolate (1) can be alkylated by vinyl halides in the presence of a nickel catalyst to afford a-trimethylsilyl-/ ,)z-unsaturated esters. These products react with a wide variety of electrophiles in the presence of a Lewis acid to provide y-subsituted [Pg.293]

Solubility sol ethereal solvents reacts with protic solvents. [Pg.293]

Preparative Methods available by reaction of ethyl trimethylsi-lylacetate with lithium diisopropylamide, lithium isopropylcy-clohexylamide, or lithium dicyclohexylamide in THF at low temperature.  [Pg.293]


Peterson olefination.1 This reaction usually shows little or no selectivity. In contrast, the reaction of ethyl lithio(trimethylsilyl)acetate with a-substituted cyclohexanones can show moderate to high (Z)-selectivity. (Z)-Selectivity is somewhat higher in reaction with ethyl potassio(trimethylsilyl)acetate or r-butyl lithio(trimethylsilyl)acetate, but yields... [Pg.228]

Related Reagents. t-Butyl Q -Lithiobis(trimethylsilylacetate Ethyl Lithioacetate Ethyl Lithio(trimethylsilyl)acetate Ethyl Trimethylsilylacetate Triethyl Phosphonoacetate Trimethylsilyl-... [Pg.147]

Many of the reactions of ethyl trimethylsilylacetate and its analogues involve the ester enolate these are discussed in Ethyl Lithio(trimethylsilyl)acetate. [Pg.298]

Related Reagents. t-Butyl a-Lithiobis(lrimethylsilyl)acetate t-Butyl Trimethylsilylacetate Dilithioacetate Ethyl Bromozin-cacetate Ethyl Lithioacetate Ethyl Lithio(trimethylsilyl)acetate Ketene Bis(trimethylsilyl) Acetal Ketene t-Butyldimethylsilyl Methyl Acetal l-Methoxy-2-trimethylsilyl-l-(trimethylsilyloxy)-ethylene Methyl (Methyldiphenylsilyl)acetate Trimethylsilyl-acetic Acid. [Pg.299]

Related Reagents. f-Butyl a-Lithiobis(trimethylsilyl)acetate t-Butyl Trimethylsilylacetate Dilithioacetate Ethyl Lithio-(trimethylsilyl)acetate Ethyl Trimethylsilylacetate. [Pg.562]

Related Reagents. r-Butyl Trimethylsilylacetate N,N-T>i-methyl-2-(trimethylsilyl)acetamide Ethyl Lithio(trimethylsilyl)-acetate Ethyl 2-(Methyldiphenylsilyl)propanoate Ethyl Trimethylsilylacetate Lithioacetonitrile... [Pg.569]


See other pages where Ethyl Lithio trimethylsilyl acetate is mentioned: [Pg.227]    [Pg.227]    [Pg.227]    [Pg.293]    [Pg.293]    [Pg.294]    [Pg.763]    [Pg.780]    [Pg.850]   


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Trimethylsilyl acetate

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