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Selective oxidation of steroidal allylic alcohols using pyrazole and pyridinium chlorochoromate

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Lipids

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This paper presents a modified method for the selective oxidation of allylic alchols. Pyrazole, when used with pyridinium chlorochromate, is a mild and useful reagent system for the rapid and selective oxidation of steroidal allylic alcohols to the corresponding α, β-unsaturated ketones. The reaction of each substrate was carried out by adding the oxidant to a dry methylene chloride solution containing pyrazole and an allylic alchol. This report is the first on the use of pyrazole to augment selective oxidation by a chronium (VI) reagent.

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Authors and Affiliations

  1. Department of Chemistry, Auburn University, 36849, Auburn, AL

    Edward J. Parish, Sarawanee Chitrakorn & Susan Lowery

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  1. Edward J. Parish
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  2. Sarawanee Chitrakorn
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  3. Susan Lowery
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Parish, E.J., Chitrakorn, S. & Lowery, S. Selective oxidation of steroidal allylic alcohols using pyrazole and pyridinium chlorochoromate. Lipids 19, 550–552 (1984). https://doi.org/10.1007/BF02534489

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  • DOI: https://doi.org/10.1007/BF02534489

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