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Study On Asymmetric Allylic Substitution Reactions Of α-Diazomethylphosphonates To MBH Carbonates

Posted on:2013-10-26Degree:MasterType:Thesis
Country:ChinaCandidate:L Y YinFull Text:PDF
GTID:2181330371472135Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
In this thesis, we have designed and synthesized fourteen catalysts from easily available amino acids and cinchona alkaloids, and applied them to catalyze asymmetric allylic substitution reactions of a-diazomethylphosphonates with Morita—Baylis-Hillman carbonates. After screened the catalysts, it was found that quinidine has shown good catalytic performance. The influence of solvents, additives and catalyst loads were systematically investigated, and the results have demonstrated that up to80%yield and81%ee were achieved when the reaction was performed in fluorobenzene as solvent,20mol%catalyst and10mol%additive loading at room temperature.
Keywords/Search Tags:organocatalysis, MBH carbonates, α-diazomethylphosphonates, allylicsubstitution reactions
PDF Full Text Request
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