Pd(II)-catalyzed deprotection of acetals and ketals containing acid sensitive functional groups |
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Authors: | Francisco Juliá-Hernández Aurelia Arcas José Vicente |
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Institution: | Grupo de Química Organometálica, Departamento de Química Inorgánica, Facultad de Química, Universidad de Murcia, Murcia E-30071, Spain |
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Abstract: | The pincer complex Pd(C1,O1,N1-L)(NCMe)]ClO4 (L = monoanionic ligand resulting from deprotonation of the acetyl group of the dimethyl monoketal of 2,6-diacetylpyridine) is used for the high-yield and selective catalytic hydrolysis of aliphatic, aromatic, cyclic, and acyclic dimethyl-acetals, -ketals, and dioxolanes, even in the presence of large substituents. Other protecting groups, such as THP or TBDMS, or very acid-sensitive alcohols were not affected. The catalyst is easily prepared in high yield from Pd(AcO)2 and 2,6-diacetylpyridinium perchlorate stable to air and moisture, easily and fully recoverable and reusable. |
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Keywords: | Acetals Catalysis Hydrolysis Palladium Acetal deprotection |
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