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Abstract
AbstractDimethyl thiazolidine‐2,4‐dicarboxylate 2 and ethyl l‐thia‐4‐azaspiro[4.5]decane‐3‐carboxylates 3‐5 were obtained as a diastereoisomeric mixture while their 3‐aminoacetyl derivatives were isolated in only one isomeric form. These reactions of N‐acylation were stereoselective, which can be explained by an interconversion of the diastereoisomers via a seco intermediate. The 1H nmr analysis of amides 6 and 11 exhibited the presence of both cis and trans amide bond conformations, whereas only one cis conformation was observed for spiro amides 8‐10 and 13‐15.
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