Proline-Histidine Dipeptide: A Suitable Template for Generating Ion-Tagged Organocatalysts for the Asymmetric Aldol Reaction

Abstract

Proline-histidine dipeptide laid the foundation for the construction of three new ion-tagged organocatalysts, utilising the imidazole moiety of histidine for generating the quaternary species. A brief comparative investigation of the catalysts in the enamine-mediated direct asymmetric aldol reaction brought out their contrasting features, particularly under aqueous conditions. The best among them was also utilised in preparing some derivatives and effecting a desymmetrisation.

Key words

dipeptide - ion tag - proline - histidine - asymmetric catalysis - aldol reaction - aqueous reactions

Publication History

Received: 12 November 2020

Accepted after revision: 08 April 2021

Accepted Manuscript online:
08 April 2021

Article published online:
18 May 2021

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