New synthetic route to 9α-hydroxy-4-androsten-3,17-dione
✍ Scribed by T. Uszycka-Horawa; M. Skibińska; W. Jakubowski
- Publisher
- John Wiley and Sons
- Year
- 1989
- Tongue
- English
- Weight
- 299 KB
- Volume
- 9
- Category
- Article
- ISSN
- 0138-4988
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## Abstract 4,9‐Dimethoxynaphtho[2,3‐__b__]furan 9 was obtained in 91% yield __via__ the reductive methylation of naphtho[2,3‐__b__]furan‐4,9‐dione 2. After treatment of 9 with butyllithium, the mixture was allowed to react with __N,N__‐dimethylacetamide, followed by oxidization with cerium(IV) dia
The title compounds are prepared in one step from ester enolates and 3,3,3-trifluoropropene. The a-substituted 5,5-difluoro-4-pentenoic acid esters are susceptible to a second deprotonation and, on reaction with an electrophile, give access to the a-disubstituted analogues.