A novel chromium trioxide catalyzed oxidation of primary alcohols to the carboxylic acids

Mangzhu Zhao, Jing Li, Zhiguo Song, Richard Desmond, David M. Tschaen, Edward J.J. Grabowski, Paul J. Reider

Research output: Contribution to journalArticle

185 Scopus citations

Abstract

A novel CrO3 catalyzed oxidation of primary alcohols to the carboxylic acids is reported. The oxidation proceeds smoothly with only 1-2 mol % of CrO3 and 2.5 equivalents of H3IO6 in wet MeCN to give the carboxylic acids in excellent yield. No significant racemization is observed for alcohols with adjacent chiral centers. Secondary alcohols are cleanly oxidized to ketones.

Original languageEnglish (US)
Pages (from-to)5323-5326
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number30
DOIs
StatePublished - Jul 23 1998
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • Alcohols
  • Catalysis
  • Chromium
  • Oxidation

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