Exploration and exploitation of synthetic use of oxoammonium ions in alcohol oxidation

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35 Citations (Scopus)

Abstract

Novel synthetic uses of oxoammonium ions enabling facile and efficient oxidation of several classes of alcohols to their related carbonyl compounds have been exploited on the basis of two strategies: (i) modifying the molecular framework of the oxoammonium ion, and (ii) enhancing its reactive nature by altering the counter ion. The reaction systems developed allow: (1) efficient oxidation of sterically crowded secondary alcohols to ketones; (2) facile, one-pot oxidation of primary alcohols to carboxylic acids; (3) oxidative rearrangement of tertiary allylic alcohols to β-substituted α,β-unsaturated carbonyl compounds under transition-metal-free conditions.

Original languageEnglish
Pages (from-to)1076-1084
Number of pages9
JournalYuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
Volume66
Issue number11
DOIs
Publication statusPublished - 2008 Nov

ASJC Scopus subject areas

  • Organic Chemistry

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