2-(Trimethylsilyl)ethyl chloroformate: A convenient reagent for protection of hydroxyl function
β Scribed by Carlo Gioeli; Neil Balgobin; Staffan Josephson; Jyoti B. Chattopadhyaya
- Book ID
- 107858338
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 199 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
The title reagent reacts with 7 and 6 lactones to provide hydroxy amides which can be easily converted into protected N-acyl indoles. Mild saponification provides indole and the protected hydroxy acid. Several years ago, Weinreb et reported1 a mild method for the conversion of esters into amides.
EEDQ has been utilized as a convenient reagent for the selective protection of the hydroxy group of 2hydroxycarboxylic acids. In the presence of an appropriate amine nucleophile, EEDQ has also been utilized as a reagent for the derivatization of both of the hydroxy and carboxylic acid group of 2-hyd