资源描述：
《化学应用与污染控制.ppt》由会员上传分享，免费在线阅读，更多相关内容在教育资源-天天文库。
1、何龙西华师范大学化学化工学院BrønstedAcid-CatalyzedAsymmetricThree-Component1,3-DipolarCycloadditionReaction化学应用与污染控制技术重点实验室年会，2010，12，121TheImportanceofPyrrolidineinNaturalandUnnaturalBiologicallyActiveProducts2ControlofStereochemistrywithChiralLA-BondedDipole.M=Cu,A
2、g,Zn,Ni,Co;L=chiraldiphosphines,N-PligandsEarlyexamples:(a)Longmire,J.M.;Wang,B.;Zhang,X.J.Am.Chem.Soc.2002,124,13400.(b)Gothelf,A.S.;Gothelf,K.V.;Hazell,R.G.;Jorgensen,K.A.Angew.Chem.,Int.Ed.2002,41,4236.Reviews:Nájera,C.;Sansano,J.M.Angew.Chem.,Int.Ed
3、.2005,44,6272.Coldham,I.;Hufton,R.Chem.Rev.2005,105,2765.(d)Pandey,G.;Banerjee,P.;Gadre,S.R.Chem.Rev.2006,106,4484.(e)Nair,V.;Suja,T.D.Tetrahedron2007,63,12247.1,3-DipolarAdditionviaIminiumCatalysisVicario,J.L.;Reboredo,S.;Badίa,D.;Carrillo,L.Chem.Int.E
4、d.2007,46,5168;Ibrahem,I.;Rios,R.;Vesely,J.;Cordova,A.Tetrahedron.Lett.2007,48,6252PreviousRepresentativeAchievements31,3-DipolarAdditionbyBifunctionalCatalystPreviousRepresentativeAchievementsXue,M.-X.;Zhang,X.-M.;Gong,L.-Z.SYNLETT2008,691-694;Liu,Y.-K
5、.;Liu,H.;Du,W.;Yue,L.;Chen,Y.-C.Chem.Eur.J.2008,14,9873.ControlofStereochemistrywiththeProposedChiralBH-BondedDipole4Upto99%eeGong,L.Z.J.Am.Chem.Soc.2008,130,5652BrønstedAcid-CatalyzedAsymmetric1,3-DipolarCycloadditionReaction5Binaphthol-derivedBisphosp
6、horicAcids6entrycatalystsolventTemp(oC)Yield(%)Ee(%)11aCH2Cl2RT969821bCH2Cl2RT339231cCH2Cl2RT794541dCH2Cl2RT271051eCH2Cl2RT742361fCH2Cl2RT267671gCH2Cl2RT5059EvaluationoftheCatalysts7TheReactionofVinylketonesandEstersentryR1R2R3Time(h)Yield(%)ee(%)14-NO2
7、C6H4CH3H48779624-CNC6H4CH3H74479634-BrC6H4CH3H72589544-ClC6H4CH3H74649154-FC6H4CH3H72439462-NO2C6H4CH3H64859673-NO2C6H4CH3H74639784-NO2C6H4OCH3H48829592-NO2C6H4OCH3H729192104-CNC6H4OCH3H649696113-NO2C6H4OCH3H488497124-BrC6H4OCH3H648097134-NO2C6H4OCH3Ph4
8、88594144-BrC6H4OCH3Ph728597154-ClC6H4OCH3Ph726594164-CNC6H4OCH3Ph727196172-NO2C6H4OCH3Ph608598Manusriptinpreparation8Optimizationofconditionsforthereactioninvolvinga-phenylglycinemethylester9ScopeofAldehydesentryR1R2R3Yield(%)bee
