Use of the carbopalladation of 1,2-propadiene in a two step synthesis of steroids
✍ Scribed by Véronique Gauthier; Bernard Cazes; Jacques Gore
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 239 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
ESCLL Abstrru;f. The palladium-catalyzed reaction of 12-propadiene , the enol triflate of an atetralone and the enolate of 2-methyl-1,3-cyclopentanedione leads to compounds such as b which are transformed under acidic conditions to steroidal trienones. This approach to the steroid skeleton is presently hrnited to compounds having an aromatic A-ring.
📜 SIMILAR VOLUMES
The reactions of ketones 1a -o, nitromethane 2, and a stoichiometric amount of piperidine 3a or ethylenediamine 3b in the presence of mercaptan 6a in THF or CH 3 CN solution give high yields of b-nitrosulfides 7a -o. The latter can be oxidized by 8a (m-CPBA or m-CPBA/AcOH) at 08C, 8b (H 2 O 2 /AcOH)