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Total Synthesis of Thuggacin cmc-A and Its Structure Determination.
Tsutsumi, Tomohiro ; Matsumoto, Moe ; Iwasaki, Hitomi ; Tomisawa, Kei ; Komine, Keita ; Fukuda, Hayato ; Eustache, Jacques ; ; Hatakeyama, Susumi ; Ishihara, Jun
Tsutsumi, Tomohiro
Matsumoto, Moe
Iwasaki, Hitomi
Tomisawa, Kei
Komine, Keita
Fukuda, Hayato
Eustache, Jacques
Hatakeyama, Susumi
Ishihara, Jun
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2021-06-15
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Abstract
The first total synthesis of thuggacin cmc-A and the determination of the absolute structure are described. The thuggacin family of antibiotics is of great interest due to the antibiotic activity against Mycobacterium tuberculosis. Based on the assumption that seven stereogenic centers in thuggacin cmc-A would share the same stereochemistry as thuggacin-A, all stereogenic centers of thuggacin cmc-A were strictly constructed in a stereocontrolled manner. The total synthesis allowed its stereostructure to be fully confirmed.
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Org Lett. 2021 Jul 2;23(13):5208-5212. doi: 10.1021/acs.orglett.1c01743. Epub 2021 Jun 15.
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en
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1523-7052
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Attribution 4.0 International
