ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The cis and trans isomers of 3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-methylthiomethylene-α-D-xylo- and -α-D-ribo-hexofuranoses have been prepared by treatment of 1,2:5,6-di-O-isopropylidene-α-D-xylo- and -α-D-ribo-hexofuran-3-uloses with methylthiomethylene-triphenylphosphorane. Configurations are assigned by NMR. A new type of 4J is described. Hydrogenation-desulfurization of the methylthiovinylic sugars affords 3-deoxy-3-methyl sugars of the D-allo, D-gulo, and D-galacto series. Derivatives of 3-deoxy-3-methyl-D-lyxose and 3-deoxy-3-methyl-D-ribose are prepared by chain-shortening of derivatives of the corresponding 3-deoxy-3-methyl-hexoses.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19700530629
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