Trichloromethyl Anion Chemistry from Trimethylsilyl Trichloroacetate

doi:10.1080/00397918708078785

Paper

Trichloromethyl Anion Chemistry from Trimethylsilyl Trichloroacetate

Published Jun 1, 1987 · M. A. D. Jesus, J. Prieto, L. Valle

Synthetic Communications

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7

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Abstract

Abstract The reaction of trimethylsilyl trichloroacetate with aldehydes and Retones in the presence of fluoride ion gives the trichloromethyl adducts. With potassium fluoride the reaction with cyclohexenone and crotonaldehyde results in clear 1,2 addition.

Study Snapshot

Trimethylsilyl trichloroacetate reacts with aldehydes and Retones to produce trichloromethyl adducts and clear 1,2 additions in the presence of potassium fluoride.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Trichloromethyl Anion Chemistry from Trimethylsilyl Trichloroacetate

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References

Trimethylsilyl trichloroacetate: a new reagent for salt-free silylations

Trimethylsilyl trichloroacetate is a convenient reagent for salt-free silylations of phenols, carboxylic acids, mercaptans, amides, acetylenes, and -keto esters.

A novel chain reaction induced by cathodic reduction. Addition of trichloromethyl anion to aldehydes or vimyl acetate

This novel cathodic reduction-induced chain reaction enables extremely high efficiency in synthesising analogues of ethyl chrysanthemate from aldehydes or vinyl acetate.

Anwendungen der phasentransfer-katalyse: XXXII. Trimethylsilyl-trichloracetat: Ein neues ausgangsmaterial fur dichlorcarben

This study presents a non-basic, mild method for producing dichloro-carbene adducts using trimethylsilyl trichloroacetate and potassium fluoride in an inert nonpolar solvent.

Citations

Synthesis of α-Functionalized Trichloromethylcarbinols.

-functionalized trichloromethylcarbinols can be synthesized in 48-78% overall yields, with applications in the preparation of chloromethyl--diketones, trichloromethylated dihydrofurans, and enol acetates of

Acetic Acid, 2,2,2‐Trichloro‐, Trimethylsilyl Ester

Acetic acid, 2,2,2trichloro, trimethylsilyl ester is a colorless liquid with a molecular weight of 235.56 and a molecular mass of 69.8 g/mol.

One-pot in situ formation and reaction of trimethyl(trichloromethyl)silane: application to the synthesis of 2,2,2-trichloromethylcarbinols.

This study developed a scalable one-pot procedure for synthesis of 2,2,2-trichloromethylcarbinols using trimethyl(trichloromethyl)silane, avoiding harsh basic conditions and minimizing handling of CCl(3)-TMS.

Tris(dimethylamino)sulfonium Difluorotrimethylsilicate

TASF is a versatile sulfonium cation with potential applications in synthesis of CF compounds, electrophilic reactions, and activation of vinylsilanes in Pd-catalyzed cross-coupling reactions.