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Asymmetric Synthesis of Cycloartobiloxanthone

Year: 2025
Type: article
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.
DOI: 10.1021/acs.orglett.5c03290
Authors: Cheng-En Hsieh, Sarah N. Dishman, Christine A. Dimirjian, Linda Ung, Tony E. Dorado, Jenna C. Molas, Jose A. Maldonado, James C. Fettinger, Jared T. Shaw
Language: English
Field: Chemistry
Open Access status: green
Funders: National Science Foundation, University of California, Texas Tech University, Temple University, National Science Council, National Institutes of Health, University of California, Davis, National Cancer Institute, National Institute of General Medical Sciences, Division of Chemistry
Awards: G2271916287, Purchase of an X-ray Diffractometer, G567070376, G6962853074, G9000009075, G9000125618
OpenAlex ID: W4414080663
FWCI: 0.894
Cites: 43
Cited by: 3
Related to: 10