A new method for the efficient conversion of alcohols into iodides via treatment with trimethylsilyl iodide
โ Scribed by Michael E. Jung; Paul L. Ornstein
- Publisher
- Elsevier Science
- Year
- 1977
- Tongue
- French
- Weight
- 201 KB
- Volume
- 18
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
Various alcohols were converted to their corresponding thiolacetates by treatment with triphenylphosphine and diisopropyl azodicarboxylate in the presence of thiolacetlc acid. The overall conversion was both highly efficient (89-99X yields) and stereoselective (99.5% inversion).
1-Trimethylsilyl acetylenes can be directly coupled with vinyl triflates or aryl iodide in the presence of the appropriate amount of potassium carbonate and methanol and a catalytic amount of AgCl and Pd(PPh 3 ) 4 . Functionalized enynes can thus be obtained in good to excellent yields without prior