Effective silylation of carboxylic acids under solvent-free conditions with tert-butyldimethylsilyl chloride (TBDMSCL) and triisopropylsilyl chloride (TIPSCL)

Article abstract of DOI:10.1080/10426500008076532

Varions types of carboxylic acids can be converted effectively to their corresponding TBDMS and TIPS esters using TBDMSCI and TIPSCI in the presence of imidazole under solvent-free conditions. The advantage of this modified method in comparison with that reported by Corey is the elimination of DMF, which eliminates aqueous work-up. The method is not a time-consuming process and the reactions proceed spontaneously. By this method, absolute chemoselectivity for the protection of carboxylic acid functions in the presence of 2°, 3° hydroxyl groups are observed.

Full text of DOI:10.1080/10426500008076532

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Phosphorus, Sulfur, and
Silicon and the Related
Elements
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EFFECTIVE SILYLATION
OF CARBOXYLIC ACIDS
UNDER SOLVENT-FREE
CONDITIONS WITH tert-
BUTYLDIMETHYLSILYL
CHLORIDE (TBDMSCL)
AND TRIISOPROPYLSILYL
CHLORIDE (TIPSCL)
Habib Firouzabadi a , Naser Iranpoor a & Hamid
Reza Shaterian a
a Department of Chemistry, Shiraz University,
Shiraz, 71454, Iran
Published online: 19 Dec 2006.
To cite this article: Habib Firouzabadi , Naser Iranpoor & Hamid Reza Shaterian
(2000) EFFECTIVE SILYLATION OF CARBOXYLIC ACIDS UNDER SOLVENT-FREE
CONDITIONS WITH tert-BUTYLDIMETHYLSILYL CHLORIDE (TBDMSCL) AND
TRIISOPROPYLSILYL CHLORIDE (TIPSCL), Phosphorus, Sulfur, and Silicon and the
Related Elements, 166:1, 71-81, DOI: 10.1080/10426500008076532
To link to this article: http://dx.doi.org/10.1080/10426500008076532
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