Highly Stereoselective Synthesis of trans-Dihydronarciclasine Analogues

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 - organocatalysis

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