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Preparation oftert-Butoxymethyl Phenyl Sulfone and Its Use in Synthesis as a Formyl Carbanion Equivalent

Fabrice Chemla, Marc Julia, D. Uguen, Da Zhang

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Abstract

All articles of this category tert -Butoxymethyl phenyl sulfone can be readily prepared, metalated and condensed with alkyl halides. The homologous 1- tert -butoxyalkyl phenyl sulfones can undergo hydrolysis under very mild conditions to give corresponding aldehydes or methanolysis to give dimethyl acetals. tert -Butoxymethyl phenyl sulfone thus acts as a formyl carbanion or dimethoxymethyl carbanion equivalent.

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What this paper is about

All articles of this category tert -Butoxymethyl phenyl sulfone can be readily prepared, metalated and condensed with alkyl halides. The homologous 1- tert -butoxyalkyl phenyl sulfones can undergo hydrolysis under very mild conditions to give corresponding aldehydes or methanolysis to give dimethyl acetals. tert -Butoxymethyl phenyl sulfone thus acts as a formyl carbanion or dimethoxymethyl carbanion equivalent.

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Available abstract

All articles of this category tert -Butoxymethyl phenyl sulfone can be readily prepared, metalated and condensed with alkyl halides. The homologous 1- tert -butoxyalkyl phenyl sulfones can undergo hydrolysis under very mild conditions to give corresponding aldehydes or methanolysis to give dimethyl acetals. tert -Butoxymethyl phenyl sulfone thus acts as a formyl carbanion or dimethoxymethyl carbanion equivalent.

Key concepts: Carbanion, Sulfone, Chemistry, Hydrolysis, Alkyl, Halide, Medicinal chemistry, Organic chemistry

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