Bi-or multifunctional thiourea-amines are highly popular organocatalysts used for the C-C, C-N, and C-S bonds formation and in cascade reactions to prepare several heterocyclic compounds. More recently, thiourea-amines displayed useful catalytic activity to prepare functionalised epoxides via asymmetric epoxidation of electron-poor alkenes and kinetic resolution of racemic epoxides. In this personal account we present the results achieved by using this class of organocatalysts, which enabled the synthesis of a variety of functionalised epoxides in good to high yield, diastereo- and enantioselectivity. The optically active epoxides proved to be useful synthetic intermediates for further derivatization to heterocyclic or acyclic derivatives, bearing tertiary and quaternary stereocenters.

Thiourea-amine catalysed asymmetric synthesis of functionalised epoxides

Meninno S.
Conceptualization
;
Lattanzi A.
Conceptualization
2017-01-01

Abstract

Bi-or multifunctional thiourea-amines are highly popular organocatalysts used for the C-C, C-N, and C-S bonds formation and in cascade reactions to prepare several heterocyclic compounds. More recently, thiourea-amines displayed useful catalytic activity to prepare functionalised epoxides via asymmetric epoxidation of electron-poor alkenes and kinetic resolution of racemic epoxides. In this personal account we present the results achieved by using this class of organocatalysts, which enabled the synthesis of a variety of functionalised epoxides in good to high yield, diastereo- and enantioselectivity. The optically active epoxides proved to be useful synthetic intermediates for further derivatization to heterocyclic or acyclic derivatives, bearing tertiary and quaternary stereocenters.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11386/4732969
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