Carbocation Chemistry Applications in Organic Synthesis

Carbocation chemistry is not only fundamental to the advancement of organic chemistry, it also has found widespread applications in organic synthesis. It is not an exaggeration to say that carbocation chemistry is part of the foundation of organic chemistry. Carbocation Chemistry: Applications in Organic Synthesis provides a panoramic view of carbocation chemistry with an emphasis on synthetic applications. This book is an invaluable tool for organic, medicinal and analytical chemists, including those working in biochemistry as well as the petroleum, plastics and pharmaceutical industries. It is also suitable for upper level undergraduates and graduates in organic chemistry, biochemistry and medicinal chemistry.

Chapter 1. Introduction Nomenclature, Structure, and StabilityGeneration of CarbocationsThe Non-Classical Ion ControversyElectrophilic Addition to AlkenesElectrophilic Aromatic SubstitutionElimination reactionsRearrangement Reactions of CarbocationsReferencesChapter 2. Nucleophilic Aliphatic Substitution – SN1 Introduction-Activated Alcohols—Brønsted Acids-Activated Alcohols—Lewis AcidsAlkylation of Aldehydes and KetonesGlycosylation Friedel–Crafts Alkylation and Acylation Electrophilic Fluorination Using Fluoronium IonMiscellaneous SN1-related ReactionsReferencesChapter 3. Nucleophilic Aliphatic Substitution – SN2 Construction of Quaternary Stereogenic CentersSulfur ChemistryOrganometallic ChemistryMacrocyclizationGlycosylationNucleoside AnaloguesN-AlkylationCyclotetraphosphazenesConformationally Locked Tetrahydropyran RingThe Ionic Liquid EffectSilver ChemistryReferencesChapter 4. Electrophilic Addition to Alkenes IntroductionCyclopropanationHydroboration/OxidationThe Pauson–Khand ReactionPrins ReactionSchmidt ReactionHalogenationOxymercuration/ReductionEpoxidationGold-Catalyzed Alkyne HydrationConclusionReferencesChapter 5. Electrophilic Aromatic Substitution IntroductionNitrationHalogenationFriedel–Crafts AlkylationFriede

Jie Jack Li earned his Ph.D. in organic chemistry in 1995 at Indiana University. After a stint as a postdoctoral fellow at MIT, he worked as a medicinal chemist at Pfizer and Bristol-Myers Squibb from 1997 to 2012. Since then he has been an Associate Professor of Chemistry at the University of San Francisco teaching organic and medicinal chemistry. He has published 23 books ranging from organic and medicinal chemistry, to the history of drug discovery.