Zinc Chloride Catalyzed Silylation of Alcohols and Phenols by Hexamethyldisilazane. A Highly Chemoselective Reaction
- 1 June 1993
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 23 (12) , 1633-1641
- https://doi.org/10.1080/00397919308011260
Abstract
Hexamethyldisilazane (HMDS) in presence of a catalytic amount of anhydrous zinc chloride silylates efficiently and selectively different types of alcohols and phenols in refluxing acetonitrile or benzene-acetonitrile. This reagent in presence of anhydrous zinc chloride discriminates absolutely amines and thiols from alcohols.Keywords
This publication has 13 references indexed in Scilit:
- Catalysts for silylations with 1,1,1,3,3,3-hexamethyldisilazaneThe Journal of Organic Chemistry, 1982
- Studies with trialkylsilyltriflates: new syntheses and applicationsTetrahedron Letters, 1981
- Silylation with a perfluorinated resinsulfonic acid trimethylsilyl esterTetrahedron Letters, 1980
- Use of allysilanes as a new type of silylating agent for alcohols and carboxylic acidsTetrahedron Letters, 1980
- Ketene methyl trialkylsilyl acetals as effective silylating agents for alcohols, carboxylic acids, mercaptans, and amidesTetrahedron Letters, 1979
- A new preparation of trimethylsilyl ethersTetrahedron Letters, 1978
- New silylating agents : I. Trimethylsilyl trimethylsilylamidosulphonateJournal of Organometallic Chemistry, 1976
- Quaternary ammonium enolates as synthetic intermediates. Trimethylsilylacetate: a new class of silylating reagent for ketones and alcoholsJournal of the American Chemical Society, 1976
- Silylation of 1,3-Dicarbonyl Compounds1with Hexamethyldisilizane and ImidazoleSynthesis, 1976
- Preparation and Properties of Trimethylsilyl Ethers and Related CompoundsThe Journal of Organic Chemistry, 1958