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Regioselective reductive ring openings of 4, 6-O-benzylidene acetals of hexopyranosides are described using borane trimethylamine-aluminium chloride. Using toluene as solvent, 4-O-benzyl ethers with the 6-OH free are obtained. Using tetrahydrofuran as solvent. 6-O-benzyl ethers with the 4-OH free are obtained.
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EK et al. (1983) studied this question.
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