ASYMMETRIC-SYNTHESIS OF D- AND L-2-DEOXY-4-THIORIBOSES
Citation
J. Uenishi et al., ASYMMETRIC-SYNTHESIS OF D- AND L-2-DEOXY-4-THIORIBOSES, Tetrahedron : asymmetry, 5(1), 1994, pp. 101-110
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
SICI code
0957-4166(1994)5:1<101:AODAL>2.0.ZU;2-Q
Abstract
Both D- and L-enantiomers of 2-deoxy-4-thioribose derivatives 12 and 1
7 were prepared stereospecifically in 12 steps from 1,3-propanediol. T
he key intermediary 2,3-epoxy alcohols, 8 and 15 were obtained with hi
gh enantiomeric excess by the Sharpless asymmetric epoxidation using (
+)-L-diethyl tartrate and (-)-D-diethyl tartrate.
