Issue 6, 1990

Sulphur-based directed benzylic metallations: lithiations of alkylarenesulphonates

Abstract

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.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1990, 1611-1614

Sulphur-based directed benzylic metallations: lithiations of alkylarenesulphonates

B. I. Alo, O. B. Familoni, F. Marsais and G. Queguiner, J. Chem. Soc., Perkin Trans. 1, 1990, 1611 DOI: 10.1039/P19900001611

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