The extensive use of acid-labile protecting groups in organic syntheses prompted rapid adoption of dipyridine-chromium(VI) oxide 1 in pyridine as the reagent2 of choice for numerous conversions of secondary alcohols to ketones. 3 Yields of ketones are usually satisfactory but oxidations of primary
The chromium VI oxidative cleavage of bridgehead alcohols
β Scribed by John J. Cawley; Vincent T. Spaziano
- Book ID
- 104238650
- Publisher
- Elsevier Science
- Year
- 1973
- Tongue
- French
- Weight
- 178 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
It has been previously demonstrated' that only the intermediate oxidation states of chromium may cause oxidative cleavage of certain secondary alcohols. Chromium VI may reasonably be expected to accomplish a like cleavage if the substrate alcohol is sufficiently reactive. Recently, Rogek, and Radkowsky* have reported the chromic acid oxidation of l-methyl cyclobutanol,
π SIMILAR VOLUMES
A simple and selective method for the oxidation of alcohols to carbonyl compounds is described that occurs on wet alumina supported chromium(VI) oxide under solvent-free conditions and is expedited by microwave irradiation. Aliphatic primary alcohols provide the corresponding esters in moderate yiel