✦ LIBER ✦
Concerning the opening of 1,3-diene-monoepoxides by organometallic reagents: a general synthesis of 9β-substituted 19-norsteroids
✍ Scribed by Georges Teutsch
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 215 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Reactions of organogold, organo-aluminum and organocopper reagents with a,B-unsaturated steroidal epoxides are reported. One of them provided a convenient access to 9b-substituted 19-norsteroids. We recently reported the regio and stereospecific synthesis of llp-substituted 19-norsteroids, using the reaction of an allylic steroidal epoxide with organocopper reagents (1).
Further results obtained by varying either the organometallic reagent or the epoxide are also relevant to the mechanism of copper mediated substitutions.