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Catalytic asymmetric formal total synthesis of (+)-dichroanone and (+)-taiwaniaquinone H |
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| Authors: | Liang-Qun Li Ming-Ming Li Dong Chen Hao-Miao Liu Hui-chun Geng Jun Lin Hong-Bo Qin |
| Affiliation: | 1. Key Laboratory of Medicinal Chemistry for Natural Resources (Yunnan University), Ministry of Education, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China;2. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China;3. University of Chinese Academy of Sciences, Beijing 100049, China |
| Abstract: | Catalytic asymmetric formal total synthesis of (+)-dichroanone and (+)-taiwaniaquinone H has been achieved. Key step involved construction of all-carbon quaternary carbon by palladium-catalyzed conjugate addition of arylboronic acid to 3-methyl cyclohexenone. Furthermore, a new approach to build [6-5-6] tricyclic backbone via formyl introduction and subsequent aldol-type condensation was also explored. |
| Keywords: | Stereoselective formal synthesis (+)-Dichroanone (+)-Taiwaniaquinone H Conjugate addition Reetz reagent |
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