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1、第24卷第l2期化學研究與應用Vo1.24,No.122012年12月ChemicalResearchandApplicationDee.,2012文章編號:1004-1656(2012)12—1840-05Asymmetricsynthesisofchiral-aminophosphonatesviahydrosflylationcatalyzedbychiralsulfinamideFANGHui.一,CAIXian-rong,SUNJian’’(1.NaturalProductsResearchCenter,ChengduInstituteo
2、fBiology,ChineseAcademyofSciences,Chengdu610041,China;2.GraduateSchoolofChineseAcademyofSciences,Beijing100039,China)AbstractiThefirstorganocatalytiemethodhadbeendevelopedfortheasymmetricreductionoffl-aminophosphonatesusingchiralsulilnamidesascatalystandtriehlorosilane鵲reducin
3、gagent,whichfurnishedtheusefulproductsehiral·aminophosphonateswithhig}lyieldsandg0odenantioselectivities.Keywords:#-aminophosphonate;asymmetrichydresilylation;trichlorosilane;organocatalysis;enantioselectivity中圖分類號:0627.5文獻標識碼:A手性亞磺酰胺催化不對稱硅氫化合成手性一氨基膦酸酯方輝2,蔡顯榮,孫健h(1.中國科學院成都生物研究
4、所,四川成都610041;2.中國科學院研究生院,北京100039)關鍵詞:以手性亞磺酰胺作為催化劑,三氯硅烷為還原劑,發(fā)展了通過有機小分子催化合成有用的手性氨基膦酸酯的方法,獲得了較好的產率和對映選擇性。中圖分類號:屆-氨基膦酸酯;不對稱硅氫化;三氯硅烷;有機催化;對映選擇性Chiral盧-aminophosphonicacidsandtheirde-Bemeretalreportedthefirstcatalyticmethodthatrivativesareanimportantclassofcompounds,whichpromotedth
5、easymmetrichydrogenationof—enaminohavebeenfrequentlyusedashioisosteresofaminophosphonateswithhighyieldsandenanfioselectivitiesacidsinthedesignofbiochemicallyandpharmaceuti-(<92%8e)usingchiralRh.complexascatalyst.callyusefulmolecules[剖.Recently,increasingefortsLater,theenantios
6、electivityofthistransformationWaShadconcentratedonthedevelopmentofmethodsforfurtherimprovedupto>99%eebytheuseofsimilarthesynthesisofchiral屆-aminophosphonates?.Cata-butmorepowerfulcatalystsbyDoherty[。]andChavez[¨]lyticasymmetricreductionoffl-enaminophosphonates.ToOUrbestknowled
7、ge,sofartherehadconstitutedamoststraightforwardapproachtoenanti—beennometal-freeorganocatalyticmethodsreportedomericallypure·aminophosphonates,which,howev-intheliteraturethatcouldellableenantiose1ectivere.er,hadonlygaveraresuccessfulexamples.In2008,ductionoffl—enaminophosphona
8、tesfortheproduction收稿日期:2012-05-08;修回侶期:2012-06-07基金項目:國家自然科學