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Synlett 2000; 2000(5): 0627-0628
DOI: 10.1055/s-2000-6642
DOI: 10.1055/s-2000-6642
letter
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A Novel and Efficient Method for the Oxidative Removal of O-Benzyl Protective Groups of Carbohydrates by Tetrabutylammonium Peroxydisulfate
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Publication History
Publication Date:
31 December 2000 (online)
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Various benzyl ethers of carbohydrates have been selectively oxidized to the corresponding benzoate esters 2a - j with tetrabutylammonium peroxydisulfate under neutral conditions followed by debenzoylation with sodium methoxide to afford the debenzylated carbohydrates 3a - j in good overall yields. Noteworthy is that highly chemoselective reactions were achieved with the co-existence of other functionalities.
tetrabutylammonium peroxydisulfate - benzyl ethers - carbohydrates - debenzylation - protective group