A multinuclear NMR study of derivatives of thiazolidine

Abstract

The structure of mono- and poly-(alkyl or aryl) substituted thiazolidines has been studied using ¹H and ¹³C NMR spectroscopy: the N–H hydrogen is axial and the order of preference for the equatorial position of substituent is 4 > 2 > 5. These results have been used to parametrize the ¹⁵N chemical shifts. These compounds display stereoelectronic interactions related to the anomeric effect. Several conformations may exist in solution: (3),(4) half-chair, (3) and (4) envelopes.