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Synthesis 1996; 1996(12): 1425-1427
DOI: 10.1055/s-1996-4424
short paper
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Efficient Transformations of Aldehydes and Ketones into One-Carbon Homologated Carboxylic Acids

Alan R. Katritzky* , Dorin Toader, Linghong Xie
  • *Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, FL 32611-7200, USA, Fax +1(352)3929199; e-mail KATRITZKY@chem.ufl.edu
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Publication Date:
31 December 2000 (online)

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Peterson olefination of aldehydes and ketones with trimethylsilyl(methoxy)(benzotriazol-1-yl)methyl anion 6 afforded 1-(benzotriazol-1-yl)-1-methoxyalk-1-enes 7 which were treated without isolation with zinc bromide and hydrochloric acid, to yield the corresponding one-carbon homologated carboxylic acids 4 in good overall yields.

trimethylsilyl(methoxy)(benzotriazol-1-yl)methyl anion - Peterson olefination - one-carbon homologation