Selective deprotection of alkyl vs. aryl silyl ethers
โ Scribed by Bruce H Lipshutz; John Keith
- Book ID
- 108386663
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 193 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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๐ SIMILAR VOLUMES
A pair of complementary methods was developed using CeCl 3 โข7H 2 O/CH 3 CN and LiOH/DMF to selectively deprotect alkyl and aryl silyl ethers, respectively, from the corresponding bis-silyl ethers in excellent yields.
## Abstract For Abstract see ChemInform Abstract in Full Text.
Hydrofluoric acid and tetrsbutylammoniun fluoride will selectively deprotect alcoholic and phenolic silyl ethers respectively.
Alkyl TBS ethers can be selectively cleaved in high yield in the presence of aryl TBS ethers employing either in situ generated hydrogen chloride or hydrogen iodide.