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Synthesis 2018; 50(03): 625-643
DOI: 10.1055/s-0036-1591514
DOI: 10.1055/s-0036-1591514
paper
Highly Stereoselective Synthesis of trans-Dihydronarciclasine Analogues
Weitere Informationen
Publikationsverlauf
Received: 29. August 2017
Accepted after revision: 05. Oktober 2017
Publikationsdatum:
21. November 2017 (online)
Abstract
Several new trans-dihydronarciclasine analogues were stereoselectively synthesised by applying our feasible and efficient process developed recently. These new phenanthridone alkaloid derivatives were obtained in both racemic and optically active forms. During their enantioselective syntheses, high selectivities (up to 99% ee) were achieved by using (8S,9S)-9-amino(9-deoxy)epiquinine as an organocatalyst. The modifications, the introduction of ethoxy or methoxy groups, were made in ring A of the phenanthridone scaffold.
Key words
alkaloids - trans-dihydronarciclasine analogues - phenanthridone scaffold - stereoselective synthesis - organocatalysisSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1591514.
- Supporting Information
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