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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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Article information


Submitted
22 Aug 2000
Accepted
15 Sep 2000
First published
30 Oct 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 3765-3774
Article type
Paper

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, 3765
DOI: 10.1039/B006852G

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