Sulphur-based directed benzylic metallations: lithiations of alkylarenesulphonates
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Date
1990
Authors
Alo, B.I.
Familoni, O.B.
Marsais, F.
Queguiner, G.
Journal Title
Journal ISSN
Volume Title
Publisher
Journal of the Chemical Society
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.
Description
Keywords
Research Subject Categories::NATURAL SCIENCES::Chemistry::Organic chemistry , Benzylic anion , regio-specific lithiations , electrophiles , lithiation , 2-lithiomethyl anion
Citation
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.