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Hydrogenolysis of 3,5-0-benzylidene acetals with the LiAlH4-AlCl3 reagent in methyl d-xylofuranosides

✍ Scribed by András Lipták; András Neszmélyi; Pavol Kováč; Ján Hirsch


Book ID
104204495
Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
447 KB
Volume
37
Category
Article
ISSN
0040-4020

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✦ Synopsis


Abebmt-The hydrogcnolysis of methyl 3,54benzylidene-a-and -/3-D-xylofuranoside derivatives with the LiAII&-AICI, reagent gave S-benzyl ethers as main products. In some cases the attack of the reagent occured at the ring oxygen of the furanoside skeleton to yield SObcnzyI-I-Omethylxylitol derivatives. The structure of the synthesized compounds was proved by %NMR spectroscopy. Unambiguous assignment of lies in the %NMR spectra of numerous partiauy methylrted methyl a-and &DxyIofuranoside derivatives has been made,


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✍ Desmond Cunningham; Noel Gavin; Elizabeth Lee; Patrick McArdle; John O'Callaghan 📂 Article 📅 1988 🏛 Elsevier Science 🌐 English ⚖ 584 KB

Lanthanide-induced shifts in the 'H-n.m.r. spectra of the methyl 2,3-anhydro-4,6-0-benzylidene-D-hexopyranosides [manno (1 and 5), allo (2 and 6), gulo (3 and 7), Q! and 0, respectively, and wtalo (4)] have been measured. The observed shift data for the cx-manno, @-allo, and fl-gulo epoxides were i