Synthesis of ACE tricyclic systems of daphnicyclidin A and dehy-droxymacropodumine A |
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| Institution: | 1. Key Laboratory of Carbohydrate Chemistry and Biotechnology, Ministry of Education, School of Pharmaceutical Sciences, Jiangnan University, Wuxi 214122, China;2. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000, China |
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| Abstract: | The synthesis of the ACE tricyclic system of daphnicyclidin A and dehydroxymacropodumine A are developed. The key reactions include an efficient aldol reaction to introduce chiral fragment 33 for further construction of piperidine ring B and seven-membered ring C, a nucleophilic addition of lithium pentene to aldehyde for installation of ring E, and a photocatalytic decarboxylation conjugate addition to construct ring C. |
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| Keywords: | Tricyclic system Daphnicyclidin A Dehydroxymacropodumine A Photocatalytic decarboxylation Conjugate addition |
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