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Issue 22, 2000
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Chemoselective debenzylation of N-benzyl tertiary amines with ceric ammonium nitrate

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Abstract

Treatment of a range of N-benzyl tertiary amines with aqueous ceric ammonium nitrate results in N-debenzylation to afford the corresponding secondary amine. Chemoselective mono-N-debenzylation of N-benzyl tertiary amines is shown to occur in the presence of N-benzyl amides, O-benzyl ethers, O-benzyl esters, O-benzyl phenolates and S-benzyl ethers.

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Publication details

The article was received on 22 Aug 2000, accepted on 15 Sep 2000 and first published on 30 Oct 2000


Article type: Paper
DOI: 10.1039/B006852G
Citation: J. Chem. Soc., Perkin Trans. 1, 2000,0, 3765-3774
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    Chemoselective debenzylation of N-benzyl tertiary amines with ceric ammonium nitrate

    S. D. Bull, S. G. Davies, G. Fenton, A. W. Mulvaney, R. S. Prasad and A. D. Smith, J. Chem. Soc., Perkin Trans. 1, 2000, 0, 3765
    DOI: 10.1039/B006852G

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