Sulfa-Michael addition reaction is a versatile tool which allows the formation of new C-S bonds. Despite giving rise to valuable sulfur containing building blocks, it is less popular than other types of Michael additions. The asymmetric SMA is even more important, since those building blocks can be transformed into chiral heterocyclic units, which are found in the skeletons of known optically active drug molecules or drug candidates. Earlier, various chiral sulfa-Michael adducts were synthesized via asymmetric organocatalysis in our research group. In this study, selected optically active adducts were transformed into substituted chiral tetrahydrothiophenes or chiral benzothiazepinone derivatives, both known to have biological activities.

Synthesis of chiral heterocyclic compounds from enantiomerically rich sulfa-Michael adducts

255th National Meeting (2018)

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