Abstract
Oxidation of 4-N-Ac-carbomethoxy-1, 3-thiazolidine (1) affords the two possible sulfoxide isomers (2) (cis and trans) in a ratio of 60/40. 1H NMR-spectral characteristics allow to assign the sulfoxide configuration in both isomers, e.g. the major compound being the trans isomer occuring essentially in an envelope with Cγ as the flap down (γ−). The cis-isomer (minor) takes the α− and/or βαT form. These favoured ring conformations depend only slightly or not at all on the cis-trans isomerism around the amide bond.
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