Abstract Optically active 3-hydroxythiolane was stereospecifically synthesized from L- aspartic acid and oxidized to give both diastereomeric S-oxides, which were chromatographically separated and their configuration was determined. Starting from natural (+)-(R, R)-tartaric acid, C 2-symmetric trans-(R, R)-3, 4-dihydroxythiolane was stereospecifically synthesized for the first time. Some of its monofunctionalized derivatives ...