Regiocontrolled synthesis of the trimeric quinone framework of conocurvone |
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| Authors: | Emadi Ashkan Harwood John S Kohanim Sahar Stagliano Kenneth W |
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| Institution: | Department of Biological, Chemical, and Physical Sciences, Illinois Institute of Technology, Chicago, Illinois 60616, USA. |
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| Abstract: | reaction: see text] The trimeric quinone framework of conocurvone is crucial for its potent anti-HIV activity. A new synthesis of trimeric quinones based on stepwise substitution of the halogens in 2,3-dihaloquinones by hydroxyquinone anions is described. Chlorinated biquinones are key intermediates that undergo regiospecific substitution reactions to yield trimeric quinone monomethyl ethers. |
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