The isolation of a spiran in the rearrangement of an α-bromo-α,β-unsaturated steroidal ketone
✍ Scribed by Toshitaka Koga; Yasuyoshi Nogami
- Publisher
- Elsevier Science
- Year
- 1986
- Tongue
- French
- Weight
- 146 KB
- Volume
- 27
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
Selective bromination of a&unsaturated ketones has been achieved by the action of 2,4,4,6tetrabromocyclohexa-2$dienone. The stereochemistry, conformation and relative stability of the bromination products of some steroidic unsaturated ketones have been also determined.
Caglioti and coworkers have shown that certain a&unsaturated ketones react with excess diborane, and after hydrolysis of the organoborane intermediate with acetic anhydride, good yields of an alkene are obtained. 192 The reaction undoubtedly follows the course depicted in the Scheme: Scheme
## Abstract The irradiation of 17 β‐hydroxy‐2‐oxa‐androst‐4‐en‐3‐one (**1**) yield a cyclopropane derivative **2**, which is the result of a rearrangement, formally analogous to the ‘type A rearrangement’ of the enones. Two other products, the dihydroxy compound **5** and the dimer **6**, have also