Sulphur-based directed benzylic metallations: lithiations of alkylarenesulphonates
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Journal of the Chemical Society
Benzylic anions (6) are obtained by regio-specific lithiations of ethyl 2-methylbenzenesulphonates. Evidence for the presence of the ethyl 2-lithiomethylbenzenesulphonates was obtained by efficient quenching studies with a range of electrophiles. Lithiations of the 2,4-dimethyl compound (9) gave the 2-lithiomethyl anion only, indicative of a predominant co-ordination mechanism in the lithiations.
Research Subject Categories::NATURAL SCIENCES::Chemistry::Organic chemistry , Benzylic anion , regio-specific lithiations , electrophiles , lithiation , 2-lithiomethyl anion
Alo, B. I., Familoni, O. B., Marsais, F., & Queguiner, G. (1990). Sulphur-based directed benzylic metallations: lithiations of alkylarenesulphonates. Journal of the Chemical Society, Perkin Transactions 1, (6), 1611-1614.