The intramolecular silyl modified sakurai (ISMS) reaction. A novel and highly convergent synthesis of oxocenes
✍ Scribed by Abdelaziz Mekhalfia; István E Markó; Harry Adams
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 248 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
By employing the intramolecular version of the SMS reaction, oxocenes, including spiroethers and spiroketals, can be prepared in a highly convergent, one-step operation.
In the preceding communicationl, we have described our initial findings on a novel and powerful methodology -The Silyl Modified Sakurai (SMS) reaction -for the preparation of homoallylic ethers directly from carbonyl derivatives. We envisoned that the intramolecular variant of the SMS reaction might provide a simple and efficient route towards the synthesis of spiroethers and spiroketals*.
In this Letter, we report some of our results on the successful
📜 SIMILAR VOLUMES
The ISMS reaction, which initially afforded a mixture of regioisomeric olefins, can now be controlled to produce only the exocyclic alkene. The ISMS methodology was used in a highly efficient synthesis of a Dacus oleae pheromone 8.