Cyclic and acyclic ethers are regioselectively cleaved at less substituted a-carbon-oxygen bond in the absence of Lewis acid by the reagent system of sodium iodide and acyl chlorides.
Removal of methoxyethoxymethyl ethers with trimethylsilyl chloride-sodium iodide
β Scribed by James H. Rigby; JoAnn Zbur Wilson
- Publisher
- Elsevier Science
- Year
- 1984
- Tongue
- French
- Weight
- 176 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
suumlary: Trimethylsilyl chloride-sodium iodide has been used for the mild removal Of methoxyethoxymethyl ethers.
π SIMILAR VOLUMES
1-Arylalkenes and l-arylalkanols are reduced to arylallcanes on heating with trimethylsilyl chloride/sodium iodide in CH&N. Under similar conditions enones, dialkylated in the Bposition of the double bond, give BH-1,3-oxazines.
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## Abstract The __tert__βbutoxy derivative is one of the most underused alcohol protecting groups. After having developed an easy and useful protocol for its introduction, we offer here a simple procedure for its removal by treatment with anhydrous CeCl~3~ and NaI in CH~3~CN. The procedure led to t