First Total Synthesis of 7-Isovaleryloxy-8-methoxygirinimbine

Abstract

We describe the first total synthesis of the pyrano[3,2-a]carbazole alkaloid 7-isovaleryloxy-8-methoxygirinimbine, using a palladium(II)-catalyzed double C–H-bond activation for construction of the carbazole framework and a phenylboronic acid catalyzed annulation of the pyran ring as key steps.

Key words

alkaloids - annulation - catalysis - cyclization - natural products - palladium

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