Total Synthesis of Kehokorins A–E, Cytotoxic p-Terphenyls
- 7 March 2017
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 82 (6), 3159-3166
- https://doi.org/10.1021/acs.joc.7b00147
Abstract
This paper describes a general method for the synthesis of kehokorins A–E, novel cytotoxic p-terphenyls. 2,4,6-Trihydroxybenzaldehyde served as a common building block for preparation of the central aromatic ring. Construction of their p-terphenyl skeletons was achieved by a stepwise Suzuki–Miyaura coupling, whereas the phenyldibenzofuran moiety was built up by an intramolecular Ullmann reaction. Introduction of an l-rhamnose residue into partly protected kehokorin B was performed by the trichloroacetimidate method.Keywords
Funding Information
- Japan Society for the Promotion of Science (15K07421)
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