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Thieme Gruppe, Synthesis: Journal of Synthetic Organic Chemistry, 04(54), p. 1101-1107, 2021

DOI: 10.1055/s-0040-1719858

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An Approach to the Synthesis of a Hepatitis C Virus Inhibitor through a Proline-Catalyzed 1,3-Dipolar Cycloaddition Using Acrolein

Journal article published in 2021 by Luisa Carrillo, Jose L. Vicario ORCID, Iratxe Ugarriza, Efraím Reyes ORCID, Liher Prieto ORCID, Uxue Uria ORCID
Distributing this paper is prohibited by the publisher
Distributing this paper is prohibited by the publisher

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Abstract

AbstractAn efficient and easy protocol for performing 1,3-dipolar cycloaddition using azomethine ylides and acrolein is presented. The reaction catalyzed by d-proline allows the synthesis of C-3 unsubstituted pyrrolidines. The application of this methodology to the synthesis of an advanced intermediate in the preparation of a Hepatitis C virus inhibitor is presented. Final attempts to complete the synthesis of the target inhibitor results in the preparation of its C-4 epimer in good overall yield.