ChemInform Abstract: Selective Rhenium-Catalyzed Oxidation of Secondary Alcohols with Methyl Sulfoxide in the Presence of Ethylene Glycol, a Convenient One-Pot Synthesis of Ketals.
✍ Scribed by Jeffrey B. Arterburn; Marc C. Perry
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 34 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
Selective Rhenium-Catalyzed Oxidation of Secondary Alcohols with Methyl Sulfoxide in the Presence of Ethylene Glycol, a Convenient One-Pot Synthesis of Ketals.
-While the application of the title procedure to the diol (XII) selectively leads to the ketone, various less hindered alcohol substrates are transformed directly to the ketal, accompanied by only minor amounts (usually 0-8%) of the corresponding ketones. Under these conditions, no epoxidation or other common side reactions are observed. In the reaction of (X), a spiro ketal product is formed by preferential intramolecular ketal formation. -(ARTERBURN,