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Cycloadditions of Cephalosporins. A Comprehensive Study of the Reaction of Cephalosporin Triflates with Olefins, Acetylenes, and Dienes To Form [2 + 2] and [4 + 2] Adducts
β Scribed by Elliott, Richard L.; Nicholson, Neville H.; Peaker, Fiona E.; Takle, Andrew K.; Richardson, Christine M.; Tyler, John W.; White, Janet; Pearson, Michael J.; Eggleston, Drake S.; Haltiwanger, R. Curtis
- Book ID
- 120044284
- Publisher
- American Chemical Society
- Year
- 1997
- Tongue
- English
- Weight
- 730 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0022-3263
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Described is the preparation of cyclobutanones via the [2+2]-cycloaddition of ketenes with olefins and the photolytic reaction of chromium-carbene complexes with olefins and dienes. A comparison of these two methods is reported.
A series of known and novel 2-methylenecephem derivatives were prepared and their reactions with diazomethane, phenyldiazomethane and diphenyldiazomethane were studied. The initially formed 1-pyrazolino derivatives easily underwent spontaneous loss of nitrogen, leading to 2-spirocyclopropylcephems.