Hydrogenolysis of 3,5-0-benzylidene acetals with the LiAlH4-AlCl3 reagent in methyl d-xylofuranosides
1981; Elsevier BV; Volume: 37; Issue: 13 Linguagem: Inglês
10.1016/s0040-4020(01)88893-1
ISSN1464-5416
AutoresAndrás Lipták, András Neszmélyi, P Kováč, Ján Hirsch,
Tópico(s)Chemical synthesis and pharmacological studies
ResumoThe hydrogenolysis of methyl 3,5-0-benzylidene-α- and -β-D-xylofuranoside derivatives with the LiAlH4-AlCl3 reagent gave 5-benzyl ethers as main products. In some cases the attack of the reagent occured at the ring oxygen of the furenoside skeleton to yield 5-0-benzyl-1-0-methylxylitol derivatives. The structure of the synthesized compounds was proved by 13C-NMR spectroscopy. Unambiguous assignment of lines in the 13C-NMR spectra of numerous partially methylated methyl α-and β-d-xylofuranoside derivatives has been made.
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