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Synthetic Design | |
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Retrosynthetic Design | |
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Reversal of the Carbonyl Group Polarity (Umpolung) | |
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Steps in Planning a Synthesis | |
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Choice of Sythetic Method | |
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Domino Reactions | |
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Computer-Assisted Retrosynthetic Analysis | |
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Stereochemical Considerations in Planning Synthesis | |
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Conformational Analysis | |
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Evaluation of Nonbonded Interactions | |
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Six-Member Hetercyclic Systems | |
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Polycyclic Ring Systems | |
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Cyclohexyl Systems with sp2-Hybridized Atoms | |
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Significant Energy Difference | |
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Computer-Assisted Molecular Modeling | |
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Reactivity and Product Determination as a Function of Conformation | |
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The Concept of Protecting Functional Groups | |
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Protection of NH Groups | |
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Protection of OH Groups of Alcohols | |
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Protection of Diols as Acetals | |
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Protection of Carbonyl Groups in Aldehydes and Ketones | |
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Protection of the Carboxyl Group | |
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Protection of Double Bonds | |
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Protection of Triple Bonds | |
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Functional Group Transformations: Oxidation and Reduction | |
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Oxidation of Alcohols to Aldehydes and Ketones | |
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Reagents and Procedures of Alcohol Oxidation | |
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Chemoselective Agents for Oxidizing Alcohols | |
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Oxidation of Acyloins | |
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Oxidation of Tertiary Allylic Alcohols | |
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Oxidative Procedures to Carboxylic Acids | |
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Allylic Oxidation of Alkenes | |
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Terminology for Reduction of Carbonyl Compounds | |
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Nucleophilic Reducing Agents | |
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Electrophilic Reducing Agents | |
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Regio- and Chemoselective Agents | |
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Diastereoselective Reductions of Cyclic Ketones | |
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Inversion of Secondary Alcohol Stereochemistry | |
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Diastereofacial Selectivity in Acyclic Systems | |
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Enantioselective Reductions | |
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Functional Group Transformations: The Chemistry of Carbon-Carbon pi-Bonds and Related Reactions | |
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Reactions of Carbon-Carbon Double Bonds | |
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Reactions of Carbon-Carbon Triple Bonds | |
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Formation of Carbon-Carbon Single Bonds | |
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1,3-Dicarbonyl and Related Compounds | |
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Direct Alkylation of Simple Enolates | |
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Cyclization Reactions--Baldwin's Rules for Ring Closure | |
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Stereochemistry of Cyclic Ketone Alkelation | |
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Imine and Hydrazone Anions | |
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Enamines | |
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The Aldol Reaction | |
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Condensation Reactions of Enols and Enolates | |
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Robinson Annulation | |
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Formation of Carbon-Carbon Bonds Via Organometallic Reagents | |
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Organolithium Reagents | |
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Organomagnesium Reagents | |
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Organotitanium Reagents | |
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Organocerium Reagents | |
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Organocopper Reagents | |
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Organochromium Reagents | |
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Organozinc Reagents | |
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Organoboron Reagents | |
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Organosilicon Reagents | |
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Palladium-Catalyzed Coupling Reactions | |
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Formation of Carbon-Carbon pi-Bonds | |
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Formation of Carbon-Carbon Double Bonds | |
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Formation of Carbon-Carbon Triple Bonds | |
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Synthesis of Carbocyclic Systems | |
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Intramolecular Free Radical Cyclizations | |
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Cation-pi Cyclizations | |
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Pericyclic Reactions | |
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Ring-Closing Olefin Metathesis (RCM) | |
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The Art of Synthesis | |
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Abbreviations | |
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Answers to Select End-of-Chapter Problems | |
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Index | |