高等有機化學

《高等有機化學：反應與合成(第5版)》是《高等有機化學：反應與合成(第5版)》的新版，自從1977年面世以來，《高等有機化學：反應與合成(第5版)》作為學科首選教材的地位一直沒有動搖過，廣泛地覆蓋了有機化合物的結構、反應活性及合成。她的第五版相對2001年出版的第四版進行了大幅度的修訂，更新了學科發展的相關資料，內容組織更加清晰明朗，特別是計算化學部分。通過控制反應而得到特定的合成是有機合成的全部目標。PartB在不同反應類型的基礎上詳盡地描述了最常見的和最有用的合成反應。每章后附有習題精選及解答習題的推薦參考文獻。

《高等有機化學：反應與合成(第5版)》可供有機化學、藥物化學和生物化學等專業的高年級本科生、研究生以及相關領域的科研人員參考。

Preface

AcknowledgmentandPersonalStatement

Introduction

Chapter1.AlkylationofEnolatesandOtherCarbonNucleophiles

Introduction

1.1.GenerationandPropertiesofEnolatesandOtherStabilizedCarbanions

1.1.1.GenerationofEnolatesbyDeprotonation

1.1.2.RegioselectivityandStereoselectivityinEnolateFormationfromKetonesandEsters

1.1.3.OtherMeansofGeneratingEnolates

1.1.4.SolventEffectsonEnolateStructureandReactivity

1.2.AlkylationofEnolates

1.2.1.AlkylationofHighlyStabilizedEnolates

1.2.2.AlkylationofKetoneEnolates

1.2.3.AlkylationofAldehydes,Esters,CarboxylicAcids,Amides,andNitriles

1.2.4.GenerationandAlkylationofDianions

1.2.5.IntramolecularAlkylationofEnolates

1.2.6.ControlofEnantioselectivityinAlkylationReac:ions

1.3.TheNitrogenAnalogsofEnolsandEnolates:EnaminesandImineAnions

GeneralReferences

Problems

Chapter2.ReactionsofCarbonNucleophileswithCarbonylCompounds

Introduction

2.1.AldolAdditionandCondensationReactions

2.1.1.TheGeneralMechanism

2.1.2.ControlofRegio-andStereoselectivityofAldolReactionsofAldehydesandKetones

2.1.3.AldolAdditionReactionsofEnolatesofEstersandOtherCarbonylDerivatives

2.1.4.TheMukaiyamaAldolReaction

2.1.5.ControlofFacialSelectivityinAldolandMukaiyamaAldolReactions

2.1.6.IntramolecularAldolReactionsandtheRobinsonAnnulation

2.2.AdditionReactionsofIminesandIminiumIons

2.2.1.TheMannichReaction

2.2.2.AdditionstoN-AcylIminiumIons

2.2.3.Amine-CatalyzedCondensationReactions

2.3.AcylationofCarbonNucleophiles

2.3.1.ClaisenandDieckmannCondensationReactions

2.3.2.AcylationofEnolatesandOtherCarbonNucleophiles

2.4.OlefinationReactionsofStabilizedCarbonNucleophiles

2.4.1.TheWittigandRelatedReactionsofPhosphorus-StabilizedCarbonNucleophiles

2.4.2.Reactionsofa-TrimethyisilylcarbanionswithCarbonylCompounds

2.4.3.TheJuliaOlefinationReaction

2.5.ReactionsProceedingbyAddition-Cyclization

2.5.1.SulfurYiidesandRelatedNucleophiles

2.5.2.NucleophilicAddition-Cyclizationofot-Haloesters

2.6.ConjugateAdditionbyCarbonNucleophiles

2.6.1.ConjugateAdditionofEnolates

2.6.2.ConjugateAdditionwithTandemAlkylation

2.6.3.ConjugateAdditionbyEnolateEquivalents

2.6.4.ControlofFacialSelectivityinConjugateAdditionReactions

2.6.5.ConjugateAdditionofOrganometallicReagents

2.6.6.ConjugateAdditionofCyanideIon

GeneralReferences

Problems

Chapter3.FunctionalGroupInterconversionbySubstitution,IncludingProtectionandDeprotection

Introduction

3.1.ConversionofAlcoholstoAlkylatingAgents

3.1.1.SulfonateEsters

3.1.2.Halides

Chapter4.ElectrophilicAdditionstoCarbon-CarbonMultipleBonds

Chapter5.ReductionofCarbon-CarbonMultipleBonds,CarbonylCroups,andOtherFunctionalGroups

Chapter6.ConcertedCycloadditions,UnimolecularRearrangements,andThermalEliminations

Chapter7.OrganometallicCompoundsofGroupIandIIMetals

Chapter8.ReactionsInvolvingTransitionMetals

Chapter9.Carbon-CarbonBond-FormingReactionsofCompoundsofBoron,Silcon,andTin

Chapter10.ReactionsInvolvingCarbocations,Carbenes,andRadicalsandReactiveIntermediates

Chapter11.AromaticSubstitutionReactions

Chapter12.Oxidations

Chapter13.MultistepSyntheses

References

Index