Pummerer reaction in sulfoxides of the sulfolane series
β Scribed by N. N. Novitskaya; B. V. Flekhter; L. V. Spirikhin; G. A. Tolstikov
- Book ID
- 112326531
- Publisher
- Springer US
- Year
- 1979
- Tongue
- English
- Weight
- 41 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0009-3122
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π SIMILAR VOLUMES
The Pummerer reaction of optically active B-carbonyl substituted alkyl sulfoxides with acetic anhydride in the presence of dicyclohexylcarbodiimide was found to be of highly stereoselective affording the corresponding a-acetoxysulfides with nearly 70% e.e. Among several examples of stereoselective P
All attempts to convert compound (I) into (VI) fail. It is noteworthy that also DDQ reacts with (I) to give (III) in 37% yield. The structure of (III) is determined by X-ray analysis. Mechanistical aspects are discussed. -