N. Pellegrini, B. Refouvelet, J. Rouland
Nov 1, 1997
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0
Influential Citations
2
Citations
Journal
Journal of Heterocyclic Chemistry
Abstract
Dimethyl 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.