Synthesis of chiral sulfoximine-based thioureas and their application in asymmetric organocatalysis

M Frings, I Thomé, C Bolm

Index: Frings, Marcus; Thome, Isabelle; Bolm, Carsten Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 1443 - 1451

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Citation Number: 23

Abstract

Abstract For the first time, chiral sulfoximine derivatives have been applied as asymmetric organocatalysts. In combination with a thiourea-type backbone the sulfonimidoyl moiety leads to organocatalysts showing good reactivity in the catalytic desymmetrization of a cyclic meso-anhydride and moderate enantioselectivity in the catalytic asymmetric Biginelli reaction. Straightforward synthetic routes provide the newly designed thiourea-sulfoximine ...