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Synthesis 1986; 1986(4): 317-318
DOI: 10.1055/s-1986-31597
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Cleavage of 2-Phenyl-1,3-dioxolanes and Benzyl Ethers by Catalytic Transfer Hydrogenation

Tadeusz Bieg* , Wiesław Szeja
  • *Institute of Organic Chemistry and Technology, Silesian Polytechnical University, Pl-44-100 Gliwice, Poland
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Publication Date:
27 September 2002 (online)

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The selective deprotection of 2-phenyl-1,3-dioxolane derivatives and benzyl ethers of carbohydrates can be accomplished by catalytic transfer hydrogenation using hydrazine hydrate as hydrogen donor and 10% palladium on carbon as catalyst. Under these conditions, 2-phenyl-1,3-dioxan and 2-alkyl-substituted 1,3-dioxolane moieties remain unaffected. The proposed method is effective and the deprotected compounds are obtained in high yields.