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Synlett 1992; 1992(12): 990-992
DOI: 10.1055/s-1992-21558
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The Stereo- and Regiocontrolled Phenylsulfonylmethylation of an Unfunctionalized Carbon Atom. A Protocol for an Indirect Remote C-Alkylation

Hugo J. Monteiro*
  • *Departamento de Química, Universidade de Brasília, 70910 Brasília, DF, Brasil
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Publication Date:
08 March 2002 (online)

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A protocol for the indirect alkylation, via phenylsulfonylmethylation, of the unfunctionalized γ-carbon atom of a carboxylic acid chain was developed. The stereo- and the regiocontrol of the alkylation are secured by the use, as a key step, of an intramolecular carbenoid C-H insertion of an α-diazo-β-ketosulfone.