SYNTHESIS OF FOUR STEREOISOMERS OF 4-AMINO-2-(HYDROXY-METHYL)TETRAHYDROFURAN-4-CARBOXYLIC ACID

Article abstract of DOI:10.1016/S0008-6215(00)81903-5

The 5-benzyl ether, 15, of a 1,2,,4,5-pentanetetrol of known 2S configuration was made by a multistep synthesis from D-ribose.Ring-closure of the 1-O-otosyl derivative, 17, with retention of configuration, followed by oxidation, gave the 2S enantiomer, 22