The acid-catalyzed rearrangement of a cyclopropyl ketone related to 10-epieudesmane
β Scribed by Drury Caine; Samuel L. Graham
- Book ID
- 108380147
- Publisher
- Elsevier Science
- Year
- 1976
- Tongue
- French
- Weight
- 233 KB
- Volume
- 17
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
## Abstract Trimethylsilyl trifluoroacetate (TMSTFA) and the polymerβsupported sulfonate __Nafion__βTMS exhibit selective reaction modes in the opening of cyclopropyl ketones. The yields are generally high. __Nafion__βTMS rearranges the tricyclooctanones **1a** and **1b** to the bicyclooctenones **
## Lew~'s acid catal.vzed rearrangement of cr,B-epoxy o.yimes proceeds b_v oxl'rane cleavage u to the oxime moiety with an attendant pinacol t_vpe alkyd roigration to the resonance stabilized carbenium ion at C, affording a I,_%d2'keto-monoxl'me. Recent mechanistic studies have provided cogent arg