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Studies On The Enzyme-catalyzed Henry Reaction And Preliminary Research On Diels-Alder Reaction Of α-fluoro-β, γ-unsaturated Phosphonates

Posted on:2011-01-10Degree:MasterType:Thesis
Country:ChinaCandidate:R C TangFull Text:PDF
GTID:2121360302997282Subject:Organic Chemistry
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This thesis consists of two parts:partⅠis mainly about the studies on the enzyme-catalyzed Henry reaction. Because the enzyme-catalyzed reaction is efficient, economical and environmental friendly, it aroused general interest in the research of catalysis today. On the other hand, Henry reaction is one of most powerful C-C bond forming reactions. The resultingβ-nitro alcohols are valuable synthetic intermediates in the synthesis, which usually were applied into the synthesis of biologically important compounds. In this thesis we used Transglutaminase and Lipase A as the catalysts to promote the Henry reaction. The corresponding nitro alcohols were obtained in yield up to 96%. In addition,we also explored the influence of reaction conditions to the enzyme-catalyzed, and with a better understanding of the enzyme-catalyzed Henry reaction.PartⅡmainly studies the synthesis ofα-fluoro-β,γ-unsaturated phosphonates and their Diels-Alder reactions. Because of the steric hindrance we didn't get the Diels-Alder products as expectation. The research on the synthesis of fluorinated phosphonate is ongoing.
Keywords/Search Tags:Henry reaction, Transglutaminase, Lipase A, Nitro-alkanes, α-fluoro-β,γ-unsaturated phosphonates, Diels-Alder reaction
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