Diastereoselective michael addition of nitrogen and sulfur??nucleophiles to α, β??unsaturated δ??thiolactams

…, TS Jagodziński, J Liebscher

Index: Sosnicki, Jacek G.; Jagodziriski, Tadeusz S.; Liebscher, Juergen Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 2 p. 643 - 648

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Citation Number: 17

Abstract

Abstract 5, 6-Dihydropyridine-2-thiones 2 are synthesized from 5, 6-dihydropyridin-2-ones 1 and Lawesson reagent. Stereoselective Michael-like addition of amines, methylhydrazine or functionalized thiols affords trans piperidine-2-thiones 5 with the corresponding heterosubstituent in position 4 as major products. The configuration of the adducts 5 was determined by nmr-techniques.