52630-67-8Relevant articles and documents
Regioselective Reductive Ring-opening of 4-Methoxybenzylidene Acetals of Hexopyranosides. Access to a Novel Protecting-group Strategy. Part 1
Johansson, Rolf,Samuelsson, Bertil
, p. 2371 - 2374 (2007/10/02)
Reduction of fully protected 4,6-O-(4-methoxybenzylidene) hexopyranosides with sodium cyanoborohydride-trifluoroacetic acid in NN-dimethylformamide, or trimethylsilyl chloride in acetonitrile, gives the 6- and 4-O-(4-methoxybenzyl) ethers, respectively, in good yield and good regioselectivity.The 4-methoxybenzyl ether linkage in products containing benzyl ethers or other protective groups is selectively cleaved upon treatment with cerium(IV) ammonium nitrate in aqueous acetonitrile.