Journal
SYNTHESIS-STUTTGART
Volume 53, Issue 15, Pages 2702-2712Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/a-1477-4871
Keywords
dipeptide; ion tag; proline; histidine; asymmetric catalysis; aldol reaction; aqueous reactions
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Funding
- Department of Science and Technology (DST), Ministry of Science and Technology, India [INT/RFBR/P-170]
- Russian Foundation for Basic Research [14-03-92701]
- Science and Engineering Research Board (SERB), India [EMR/2017/005350]
- Council of Scientific and Industrial Research (CSIR), India [02(0316)/17/EMR-II]
- DST-Fund for Improvement of S&T Infrastructure in Universities and Higher Educational Institutions (FIST) research grant [SR/FST/CSI-257/2014 (C)]
- University Grants Commission (UGC), India
- Central University of Rajasthan
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The proline-histidine dipeptide laid the groundwork for the construction of three new ion-tagged organocatalysts, utilizing the imidazole moiety of histidine for generating quaternary species. A comparative investigation of the catalysts in the enamine-mediated direct asymmetric aldol reaction revealed contrasting features, particularly under aqueous conditions. The best-performing catalyst was also used for preparing derivatives and achieving desymmetrization.
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.
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