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Studies On Synthesis Of Hinckdentine A And Pestaloficiols A

Posted on:2011-04-06Degree:MasterType:Thesis
Country:ChinaCandidate:M Y HanFull Text:PDF
GTID:2121360305465197Subject:Organic Chemistry
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This thesis aims at the studies on synthesis of Hinckdentine A and Pestaloficiols A. It consists of the following three chapters:Chapter 1. Studies on synthesis of Hinckdentine A2-Aryl-3H-indol-3-one is the crucial intermediate for synthesis of indole ring system.The chiral quaternary carbon center was constructed for the first time by L-Proline-catalyzed asymmetric Mannich reaction with 2-Aryl-3H-indol-3-one which is a potential intermediate for synthesis of alkaloids and medicine. This method was used for synthesis of Hinckdentine A.Chapter 2. Studies on synthesis of Pestaloficiols APestaloficiols A is a potential anti-HIV compound. With 1,2,4-benzenetriol and vanillin as the starting material which are easy to get, we designed two synthetic routes to conduct our research. The Birch reaction was discussed.Chapter 3. Studies on synthesis of key intermediate 5,5-Dimethyl-3,4,4a,5,6,7-hexahydro-2H-naphthalen-1-oneWith commercially available 2-Cyclohexen-l-one and dibenzyl malonate as the starting material, Its chiral center was built by asymmetric Michael addition. The preparation of the crucial intermediates 5,5-Dimethyl-3,4,4a,5,6,7-hexahydro-2H-naphthalen-l-one is featured of an selective reduction and a cyclization in acidic conditions.
Keywords/Search Tags:Hinckdentine A, Pestaloficiols A, asymmetric Mannich, synthesis
PDF Full Text Request
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