Carbohydrate Research p. 151 - 160 (1986)
Update date:2022-09-26
Topics:
Aparicio, F. J. Lopez
Benitez, F. Zorilla
Gonzalez, F. Santoyo
Rosell, J. L. Asensio
The reaction of 3-ethoxycarbonyl-2-methyl-5-(D-arabino-tetritol-1-yl)furan with 2-methyl-2-propanethiol in acid media yielded a mixture of 5-(1-S-tert-butyl-1-thio-D-arabino- and -D-ribotetritol-1-yl)-3-ethoxycarbonyl-2-methylfuran (2 and 3).Longer reaction times yielded a mixture of 2 and 3, and 3-ethoxycarbonyl-2-methyl-5-(4-thio-β-D-erythrofuranosyl)furan. 5-(4-S-tert-Butyl-4-thio-D-arabino-tetritol-1-yl)-3-ethoxycarbonyl-2-methylfuran has been synthesised and, on treatment with acid, underwent ring closure to afford mainly 8 and also the α anomer 11.
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(2002)Doi:10.1016/j.tet.2008.09.074
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