Stereocontrolled construction of tetrasubstituted tetrahydrofurans: synthesis of 2,5-anhydro d-glucitol
β Scribed by Biswanath Das; Duddukuri Nandan Kumar
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 243 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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AxG2,Sdisubstitutad tetrahydrofurans, in which one of the subetituents is 3'-furany group, have been derived from trans-4(3'-furanyl)\_3-butenols 3-g by using iodine in diethyl ether in the presence of potassium carbonate at -78Β°C.
Reductive cleavage of fully methylated, partially O-carboxymethylated cellulose had previously been shown to produce 4-O-acetyl-1,5-anhydro-2,3,6-tri-O-methyl-, -2-O-(methoxycarbonylmethyl)-3,6-di-O-methyl-, -3-O-(methoxycarbonylmethyl)-2,6-di-O-methyl-, -6-O-(methoxycarbonylmethyl)-2,3-di-O-methyl-
Two types of mixed ester of j&D-ribofuranose were synthesized. The first had the same groups attached to O-l, 2, and 3, and the second had the same groups attached to O-2,3, and 5. The three esters obtained in the highest yields, starting from D-ribose, were then converted into the halides and nitri