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Synthesis And Application Of A New C2-symmetric Chiral Bisaminoalcohol Catalyst In Diethylzinc Addition Reaction

Posted on:2003-02-22Degree:MasterType:Thesis
Country:ChinaCandidate:C G ZhouFull Text:PDF
GTID:2121360065460345Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
1) The C2-symmetric chiral bisaminoalcohol catalyst (l-{2-[2-(Hydroxy-diphenyl-methyl)-pyrrolidin-1 -ylmethyl] -benzyl} -pyrrolidin-2-yl)-diphenylmethanol was prepared and applied to asymmetric addition of diethylzinc to aldehydes. Chiral secondary alcohols were produced in high yields with moderate e.e.2) The chiral pharmic intermediate (l,3S)-diamino-4-phenyl-(2#)-butanol was prepared with good yield. The use of solid alkali in this kind of reaction has not been reported yet.3) The ring-opening reaction of potassium (ft)-(+)-2,3-epoxy-propanoate was achieved by reaction with Grignard agent to obtain optically pure chiral a-hydroxy acid.
Keywords/Search Tags:optical active β-aminoalcohol, diethylzinc addtion, Grignard agent, asymmetric ring-opening reaction, chiral pharmic intermediate, KF/Al2O3
PDF Full Text Request
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