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1、ORGANICANDBIOMOLECULARCHEMISRTY–Vol.I-SyntheticOrganicChemistry-FrancescoNicotraSYNTHETICORGANICCHEMISTRYFrancescoNicotraDepartmentofBiotechnologyandBiosciences,UniversityofMilanoBicocca,Milano,ItalyKeywords:Synthesis,syntheticstrategies,retrosyntheticanalysis,reactivity,protection,deprotectio
2、n,activation,disconnections,synthon,syntheticequivalent,stereochemistrycontrol,solidphasesynthesis,combinatorialsynthesisContents1.Introduction1.1DefinitionandStoryofSyntheticOrganicChemistry1.2.TargetOrientedSynthesis1.3.MethodOrientedSynthesis2.Syntheticstrategy2.1.RetrosyntheticAnalysis2.2.
3、Disconnections2.2.1.OneFunctionalGroupDisconnections2.2.2.TwoFunctionalGroupDisconnections3.Protectionanddeprotection3.1.TemporaryandPermanentProtectiveGroups3.2.ProtectionofAlcohols3.2.1.Esters3.2.2.Ethers3.2.3.SilylEthers3.2.4.Acetals3.2.5.ProtectionofDiols3.3.ProtectionofAmines3.3.1.Carbama
4、tes3.3.2Amides3.3.3Azides3.4.ProtectionofAldehydesandKetonesUNESCO–EOLSS3.5.ProtectionofCarboxylicacids4.Controlofstereochemistry4.1.TheChiralPoolApproach4.2.StereoselectiveTransformationSAMPLECHAPTERS4.2.1.ChiralAuxiliary4.2.2.ChiralCatalyst4.2.3.EnzymesasChiralCatalysts5.Theconvergentstrateg
5、y6.Solidphasesynthesis6.1.SolidSupports6.2.1.Acid-labileLinkers6.2.2.Base-labileLinkers6.2.3.LinkersCleavedbyOxidation6.2.4.PhotoCleavableLinkers©EncyclopediaofLifeSupportSystems(EOLSS)ORGANICANDBIOMOLECULARCHEMISRTY–Vol.I-SyntheticOrganicChemistry-FrancescoNicotra6.2.5.SiliconLinkers6.2.6.Met
6、al-AssistedCleavages7.Combinatorialsynthesis8.Environmentalfriendlysyntheticprocedures8.1.ReactionMedia8.2.ExcessofReagents8.3.AtomicEconomy9.ConclusionsGlossaryBibliographyBiographicalSketchSummarySyntheticorganicchemistryistheartofbuilding-uporganiccompoundsfromsmallerentities.Thissciencehas
7、foundapplicationintheproductionoforganiccompoundsofcommercialinterest,intheconstructionofnew,potentiallybioactivemoleculesderivedfromrationaldesign,inthechallengetosynthesizeverycomplexnaturalproducts,infindingnewmethodsandstrategiestor
