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Synthesis 1987; 1987(4): 415-418
DOI: 10.1055/s-1987-27970
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Carbon Dioxide. A Reagent for the Protection of Nucleophilic Centers and the Simultaneous Activation for Electrophilic Attack. Part 4.1 The α-Substitution of (i) Benzyl Alcohol and (ii) Benzylamine

Alan R. Katritzky* , Wei-Qiang Fan, Kunihiko Akutagawa
  • *Department of Chemistry, University of Florida, Gainesville, FL 32611, U.S.A.
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Publication Date:
20 August 2002 (online)

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Benzyl alcohol is converted into a variety of α-substituted derivatives by a one-pot sequence involving lithiation of an intermediate hemicarbonate ester. Benzylamine is similarly converted by a one-pot sequence to α-substituted benzylamines: here an intermediate carbamate salt is involved.