Syntheses of (1S,2S,3S,4R)- and (1R,2R,3S,4R)-2,3,4-Trihydroxycyclopentane-1-methanol, Carbocyclic Analogues of α-L-Arabinofuranose and β-D-Ribofuranose

Article abstract of DOI:10.1021/jo00263a005

The title compounds, two carbocyclic analogues of aldopentofuranoses, were synthesized from D-glucose.The key cyclopentane ring formation was achieved under the glycol cleavage reaction of methyl 3-O-benzyl-5,6-dideoxy-6-C-(methoxycarbonyl)-D-xylo-hepto-1