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Novel Selenoureas Based on Cinchona Alkaloid Skeleton: Synthesis and Catalytic Investigations.

ABSTRACT: An efficient approach to the synthesis of chiral selenoureas consisting of Cinchona alkaloid scaffolds was described. The new selenoureas were assessed as bifunctional organocatalysts in the asymmetric Michael addition reactions under mild conditions. The best results were obtained for selenoureas bearing the 4-fluorophenyl group. These catalysts promoted the reactions with enantioselectivities of up to 96% ee. Additionally, the catalytic performance of the thiourea and selenourea counterpart was compared.

SUBMITTER: Zielinska-Blajet M

PROVIDER: S-EPMC7866029 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature

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Novel Selenoureas Based on <i>Cinchona</i> Alkaloid Skeleton: Synthesis and Catalytic Investigations.

Zielińska-Błajet Mariola M Najdek Joanna J

Materials (Basel, Switzerland) 20210128 3

An efficient approach to the synthesis of chiral selenoureas consisting of <i>Cinchona</i> alkaloid scaffolds was described. The new selenoureas were assessed as bifunctional organocatalysts in the asymmetric Michael addition reactions under mild conditions. The best results were obtained for selenoureas bearing the 4-fluorophenyl group. These catalysts promoted the reactions with enantioselectivities of up to 96% ee. Additionally, the catalytic performance of the thiourea and selenourea counter ...[more]

PMID: 33525376

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