Metalation of arylmethyl methyl ethers and connection with their reductive electrophilic substitution

作者: Salvatore Demartis , Giovanni Melloni , Ugo Azzena , Luisa Pisano , Maria Giovanna Fiori

DOI: 10.1016/0040-4039(95)01035-G

关键词: ElectrophileCarbanionWittig reactionChemistryMetalationElectrophilic substitutionOrganic chemistry

摘要: Abstract Stable α-methoxy arylmethyl carbanions can be generated by metalation of methyl ethers, 1 , with n -BuLi in THF at −40 °C, avoiding Wittig rearrangement to the corresponding alkoxides 2 . Reaction these various electrophiles afforded expected products 3 satisfactory yields. Connection between procedure and reductive electrophilic substitution ethers allowed transformation compounds into 2-arylpropanoic acids, 5

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