Journal
CHEMICAL COMMUNICATIONS
Volume 54, Issue 68, Pages 9510-9512Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc05374j
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The asymmetric divergent syntheses of a group of C20 ethyl oxo-functionalized eburnane alkaloids, (-)-eburnaminol (5), (+)-larutenine (6), (-)-terengganensine B (7), (-)-strempeliopine (8), and (-)-terengganensine A (9), have been achieved. The key step in the assembly of the complex ring system of the target molecules is a photoredox catalytic nitrogen-centered radical cascade reaction, which allows the regioselective and stereoselective construction of the B, C, and D rings and the installation of the C21 chirality of the eburnane alkaloid skeleton in one pot.
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