Simple and efficient preparation of dihydropyrans and spiroketals using the intramolecular silyl modified Sakurai (ISMS) reaction
✍ Scribed by István E Markó; Daniel J. Bayston; Abdelaziz Mekhalfia; Harry Adams
- Publisher
- Wiley (John Wiley & Sons)
- Year
- 2010
- Weight
- 239 KB
- Volume
- 102
- Category
- Article
- ISSN
- 0037-9646
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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 S
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.