不對稱環(huán)狀α-氨基膦酸酯的合成及立體化學研究.pdf

1、南開大學碩士學位論文不對稱環(huán)狀α氨基膦酸酯的合成及立體化學研究姓名：馬紅敏申請學位級別：碩士專業(yè)：有機化學指導教師：邵瑞鏈2000.5.1SynthesisofAsymmetricCyclic0cAminoAlkylphosphonatesandStudyonTheirStereochemistryAbstractKeepinginviewofthebioligicalactivitiesof13，2dioxaphosphorinane

2、andⅨ。aminoalkylphosphonate，inordertosearchfornewtypesofplantvirueidesandtheirleadingcompounds，aseriesofnewcompounds11eweredesignedandsynthesizedWealsostudiedthediastereoselecti型YandmechanismofPudovikreactionandAthertonTo

3、ddreactionofthecyclicphosphonite獵蕊三哭PhI州≥《神xCNHafn圮structureofnewcompoundswerecharacterizedby。HNMR，”PNMRrR，MSelementalanalysesandXraydi衢actionanalysisThereactionofllans2hydro2oxo4phenyl5。5dimethyl1，3，2dioxaphos—phorinane

4、with4antipyryliminebymodifiedPudovikreacti。onresultedinretentionofconfigurationonthephosphoruscenterne，twodiasteroi受mersohftrans。IHwerescparatexlwithcolumnchromatographonsil妥ngelanddiastere如erratioswereperformedonthebasi

5、sof1HNMRandtheconfigurationWasconfnmedbyXraydiffractionanalysisCompounds1werealsosynthesizedundermicrowaveirradiation，thereactiontimeWasreduced，buttheyieldWaslowerThereactionofdiethylphosphitewithaldehydealiRnoniumacetat

6、einethanolaffordeddiethylaaminoalkylphosphonateWedevelopedtheideafromtheabovestudythataaminophosphonatecontainingcyclicphosphoniteweresynthesizedbyinstitutingdiethylphosphitewithcyclicphosphoniteUsingbenzaldehydeorPanisa

7、ldehydeyieldedimine，whichwasformedfromtheaaminophosphonateandthealdehydesButusingpnitrobenzalddayderesultedincchydroxyphosphonateSynthesesofIIJbyAthertonToddreactionandcondonsationintllepresenceofPTCwereinvestigatedrespe

8、ctivelyTheirdiastereoselectivitycanbeexplainedbyTBPconfigurationof05礦PhosphoruscompoundsandmechanismofpseudomtationThebioassayindicatedthatIb(d1)showedhighantivirusactivityagainstTMvKeywords：13，2dioxaphosphorinane，、r0‘a(chǎn)m