A facile chemoselective deacetylation in the presence of benzoyl and p-bromobenzoyl groups using p-toluenesulfonic acid

The acetyl group was chemoselectively cleaved in the presence of p-toluenesulfonic acid (p-TsOH) in CH2Cl2/MeOH without affecting the benzoyl (benzoate and p-bromobenzoate) groups and no transesterification product was observed. The treatment of protected carbohydrates with p-TsOH·H2O at room temperature usually required a longer reaction time than at 40°C. Other types of sulfonic acid such as 10-camphorsulfonic (CSA) led to similar results.

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Bibliographic Details
Main Authors: González, Antonio G., Brouard, Ignacio, León, Francisco, Padrón, Juan I., Bermejo, Jaime
Other Authors: European Commission
Format: artículo biblioteca
Published: Elsevier 2001-04-30
Subjects:Hemoselective deacetylation, Benzoyl, p-bromobenzoyl, p-toluenesulfonic acid,
Online Access:http://hdl.handle.net/10261/211810
http://dx.doi.org/10.13039/501100000780
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