Journal of the Chemical Society Chemical Communications · 1978 · 80 citations · 0 references
Natural SciencesChemistryOrganic ChemistryCarboxylic AcidsCarboxylic DerivativesHeterocycle SynthesisOrganic SynthesisAlkylation ReactionsCarboxylic Acid Derivative SynthesisCarboxylic Acid SynthesisMild Reaction ConditionsSilyl Ether DeprotectionSilylation ReactionsStereoselective Synthesis Of Carboxylic Derivatives
Reactions of the carboxylic esters (1) and the ethers (5) with chlorotrimethylsilane (2) in the presence of sodium iodide give the silyl derivatives (3) and (6) quantitatively which are easily converted into the corresponding carboxylic acids (4) and phenols (7) under mild conditions.