Asymmetric Synthesis of Cycloartobiloxanthone
Cheng-En Hsieh1, Sarah N Dishman1, Christine A Dimirjian1
1Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.
Abstract:
Herein, we report the first asymmetric synthesis of cycloartobiloxanthone, a polycyclic dihydroxanthone natural product. Our convergent synthesis employs a rhodium-catalyzed C-H insertion reaction to construct the key fused tricyclic core with high enantioselectivity. Two fragments were joined together by a displacement reaction and a Friedel-Crafts acylation to generate the dihydroxanthone core. This synthesis offers a promising foundation for accessing structurally related dihydroxanthone natural products and analogues for structure-activity relationship studies.
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