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

Steven D. Bull, Stephen G. Davies*, Carry Fenton, Andrew W. Mulvaney, R. Shyam Prasad, Andrew D. Smith

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

88 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)3765-3774
Number of pages10
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number22
DOIs
Publication statusPublished - 1 Dec 2000

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