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Synthesis Of Chiral Ferrocenyl Phosphine Ligand And The Application In The Asymmetric Catalysis Of Imines

Posted on:2008-06-14Degree:MasterType:Thesis
Country:ChinaCandidate:G H ZhangFull Text:PDF
GTID:2121360215460413Subject:Organic Chemistry
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In this thesis, ferrocenyl phosphine-containing compound as chiral ligand was synthesized from readily available natural L-proline. The studies on the chiral ligand for the application in the catalytic asymmetric addition of dimethylzinc to the activated imines were carried out.The synthesis of chiral ferrocenyl phosphine-containing ligand and the application in the asymmetric addition of dimethylzinc to the imines bearing different activating groupsStarting from L-proline and ferrocenoyl chloride, chiral ferrocenyl phosphine-containing ligand was synthesized. The combination of chiral ligand and Cu(OTf)2 was used to promote the asymmetric addition of dimethylzinc to N-sulfonylimines and good enantioselectivity was obtained. Under the optimized condition, the asymmetric addition to N-sulfonylimines affording the corresponding products were obtained in 72.4% ee and in yield up to 90%.
Keywords/Search Tags:L-proline, dimethylzine, imines, asymmetric addition
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