Tetrahedron Letters p. 5323 - 5326 (1998)
Update date:2022-08-11
Topics:
Zhao, Mangzhu
Li, Jing
Song, Zhiguo
Desmond, Richard
Tschaen, David M.
Grabowski, Edward J. J.
Reider, Paul J.
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.
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