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Chemoselective debenzylation of N-benzyl tertiary amines with ceric ammonium nitrate

Abstract:
Treatment of a range of N-benzyl tertiary amines with aqueous eerie ammonium nitrate results in N-debenzylation to afford the corresponding secondary amine. Chemoselective mono-W-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 5-benzyl ethers. © The Royal Society of Chemistry 2000.
Publication status:
Published

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Publisher copy:
10.1039/b006852g

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
Issue:
22
Pages:
3765-3774
Publication date:
2000-01-01
DOI:
EISSN:
1364-5463
ISSN:
1470-4358
Language:
English
Pubs id:
pubs:110603
UUID:
uuid:8bf2fb73-c2ef-4612-9087-732a33e93ee0
Local pid:
pubs:110603
Source identifiers:
110603
Deposit date:
2012-12-19

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