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1、醛酮α-胺氧化,羥胺化反應研究進展報告人:黃俊2008.9.26光活性的α-羥基醛酮結構單元存在于很多重要的天然產物中,而且是很重要的合成子。醛酮的α-羥胺化反應是構建光活性的α-羥基醛酮結構單元的一個很新穎的方法。HisashiYamamotowasborninKobe,Japan,in1963.HereceivedhisBachelor’sdegreefromKyotoUniversityin1967,wherehegothisstartinaresearchgroupheadedbyProf.H.Nozaki.ProfessorYamamotoreceivedhisPh
2、.D.fromHarvardUniversityundermentorshipofCorey.YamamotohasbecomeawareoftheimportanceofchiralLewisacidsinasymmetricsynthesis.In1985,hefirstintroducedbinaphtholasaligandforchiralLewisacidcatalysts.Thisworkwastheforerunnerofavastamountofpresent-dayresearchonthebinaththolbasedchiralLewisacidcat
3、alyst.Morerecently,silvercatalyzedeneandaldolreactionswerereportedwhichareremarkablyeffectiveinaseriesofasymmetrictransformations.Todate,ProfessorYamamotohasco-authoredover400publicationsand100reviews.HisashiYamamotoHisashiYamamoto’soutstandingworkonnitrosoaldolrecation[1].Momiyama,N.;Yamam
4、oto,H.Angew.Chem.Int.Ed.2002,41,2986.[2].Momiyama,N.;Yamamoto,H.J.Am.Chem.Soc.2003,125,6038.[3].Momiyama,N.;Yamamoto,H.J.Am.Chem.Soc.2005,127,1080.[4].Momiyama,N.;Torii,H.;Saito,S.;Yamamoto,H.Pans2005,101,5374.[5].YamamotoY.;Momiyama,N.;Yamamoto,H.J.Am.Chem.Soc.2004,126,5962.[6].Momiyama,N.
5、;Yamamoto,H.Org.Lett2004,126,5962.[7].Momiyama,N.;Yamamoto,H.J.Am.Chem.Soc.2004,126,5360.ArmandoCordova:TheArrheniusLaboratoryofStockholmUniversity[1].B?gevig,A.;Sundén,H.;Córdova,A.Angew.Chem.Int.Ed.2004,43,1109.[2].Córdova,A.;Johansson,M.;B?gevig,A.;Sundén,H.;Chem.Eur.J.2004,10,3673.[3].S
6、undén,H.;Dahin,N.;Ibrabem,I.;Adolfsson,H.;Córdova,A.Teterahedron.Letters.2005,46,3385.手性lewis酸催化的a-胺氧化反應Angew.Chem.Int.Ed2002,41,2986Yamamoto’sworkYield:37-94%Yamamoto’sworkJ.Am.Chem.Soc2003,125,6038Yamamoto’sworkJ.Am.Chem.Soc2005,127,1080脯胺酸及其衍生物催化的a-胺氧化反應Angew.Chem.Int.Ed2003,42,4247Zhong
7、guofuandMacmillan’sworkJ.Am.Chem.Soc2003,125,10808HayashiandCordova’sworkHayashi’swork:Tetrahedronletters2005,46,3385.Tetrahedronletter47(2006),9067Yamamoto’sworkPans2005,101,5374.J.Am.Chem.Soc2006,128,6046Maruoka’swork手性Lewis堿催化的醛酮α-羥胺化反應手性Lewis酸催化的醛酮α-