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Asymmetric Decarboxylation Reaction Based On Pd: Synthesis Of (-) - Aspidofractinine

Posted on:2016-03-04Degree:MasterType:Thesis
Country:ChinaCandidate:J Y LiuFull Text:PDF
GTID:2271330470456160Subject:Organic Chemistry
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The paper includes two parts:one is the asymmetric decarboxylation protonation reaction using Pd as the catalysis in the research of total synthesis of quebracho cotinine alkaloids (-)-Aspidofractinine; Another is to do a introduction about decarboxylation protonation reaction using Pd as the catalysis.(1) the asymmetric decarboxylation protonation reaction using Pd as the catalysis in the research of total synthesis of (-)-Aspidofractinine:(-)-Aspidofractinine belongs to monoterpene indole alkaloids, which has the effect of lowering blood pressure and slowing heart rhythm. Before that, However, people unknow about the alkaloids. Therefore, The synthesis and study of (-)-Aspidofractinine has been get more and more attention to scientists in recent decades. The Aspidofractinine Alkaloids belongs to a member of the family of Aspidofractinine, and it is also highly favored by research workers because of its unique pharmacological activity and biological activity of this class of alkaloids.The research about the total synthesis of Aspidofractinine Alkaloid:Paper to tetrahydro carbazole ketone as raw material, through the Pa catalyzed asymmetric off carboxyl protonation construction of tertiary carbon key chiral intermediates, through multi step reaction synthesis of key intermediates, completed the natural products (-)-Aspidofractinine synthesis, total synthesis by ten steps, the total yield is about to15%.(2) Asymmetric decarboxylation protonation reactions using palladium as catalysis:In the synthesis of alkaloid (-)-Aspidofractinine, the most critical is to build an intermediate C3chiral centers. In recent years, the research team such as Stoltz, Trost and other research groups study the proton asymmetry decarboxylation reaction catalyzed by transition metal catalysts have been already quite mature. Therefore, this paper mainly introduces the asymmetric protonation decarboxylation reaction to form tertiary carbon chiral center using the transition metal palladium as catalytic...
Keywords/Search Tags:Asymmetric total synthesis, alkaloid (-)-Aspidofractinine, Asymmetricprotonation decarboxylation reaction
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