Modern Organic Synthesis: An Introduction

This book bridges the gap between sophomore and advanced / graduate level organic chemistry courses, providing students with a necessary background to begin research in either an industry or academic environment.  Covers key concepts that include retrosynthesis, conformational analysis, and functional group transformations as well as presents the latest developments in organometallic chemistry and C C bond formation  Uses a concise and easy–to–read style, with many illustrated examples  Updates material, examples, and references from the first edition  Adds coverage of organocatalysts and organometallic reagents INDICE: Preface to the First Edition .Preface to the Second Edition .Chapter 1: Synthetic Design .1.1 Retrosynthetic Analysis .1.2 Reversal of the Carbonyl Group Polarity (Umpolung) .1.3 Steps in Planning a Synthesis .1.4 Choice of Synthetic Method .1.5 Domino Reactions (also called Cascade or Tandem Reactions) .1.6 Computer–Assisted Retrosynthetic Analysis .References .Chapter 2: Stereochemical Considerations in Planning Syntheses .2.1 Conformational Analysis .2.2 Evaluation of Non–Bonded Interactions .2.3 Six–Membered Heterocyclic Systems .2.4 Polycyclic Ring Systems .2.5 Cyclohexyl Systems With sp2–Hybridized Atoms .2.6 Significant Energy Difference .2.7 Computer–Assisted Molecular Modeling .2.8 Reactivity and Product Determination as a Function of Conformation .References .Chapter 3: The Concept of Protecting Functional Groups .3.1 Protection of N H– Groups .3.2 Protection of OH–Groups .3.3 Protection of Diols as Acetals .3.4 Protection of Carbonyl Groups in Aldehydes and Ketones .3.5 Protection of the Carboxyl Group .3.6 Protection of Double Bonds .3.7 Protection of Triple Bonds .References .Chapter 4: Functional Group Transformations .4.1 Oxidation of Alcohols to Aldehydes and Ketones .4.2 Reagents and Procedures for Alcohol Oxidation .4.3 Chemoselective Oxidizing Agents .4.4 Oxidation of Acyloins .4.5 Oxidation of Tertiary Allylic Alcohols (The Babler Oxidation) .4.6 Oxidative Procedures to Carboxylic Acids .4.7 Allylic Oxidation of Alkenes .4.8 Terminology for Reduction of Carbonyl Compounds .4.9 Nucleophilic Reducing Agents .4.10 Electrophilic Reducing Agents .4.11 Regio– and Chemoselective Reductions .4.12 Diastereoselective Reductions of Cyclic Ketones .4.13 Inversion of Secondary Alcohol Stereochemistry (The Mitsunobu Reaction) .4.14 Diastereofacial Selectivity in Acyclic Systems .4.15 Enantioselective Reductions .References .Chapter 5: Functional Group Transformations .5.1 Reactions of Carbon Carbon Double Bonds .5.2 Reactions of Carbon–Carbon Triple Bonds .References .Chapter 6: Formation of Carbon Carbon Single Bonds Via Enolate Anions .6.1 1,3–Dicarbonyl Compounds .6.2 Direct Alkylation of Enolates .6.3 Cyclization Reactions Baldwin?s Rules for Ring Closure .6.4 Stereochemistry of Cyclic Ketone Alkylation .6.5 Imine and Hydrazone Anions .6.6 Enamines .6.7 The Aldol Reaction .6.8 Condensation Reactions of Enols and Enolates .6.9 Robinson Annulation .References .Chapter 7: Formation of Carbon Carbon Bonds via Organometallic Reagents .7.1 Organolithium Reagents .7.2 Organomagnesium Reagents .7.3 Organotitanium Reagents .7.4 Organocerium Reagents .7.5 Organocopper Reagents .7.6 Organochromium Reagents .7.7 Organozinc Reagents .7.8 Organoboron Reagents .7.9 Organosilicon Reagents .7.10 Organogold chemistry .References .Chapter 8: Palladium– Catalyzed Coupling Reactions .8.1 Palladium Oxidation State .8.2 Organic Synthesis with Palladium(0) Complexes .8.3 The Heck Reaction Palladium(0)–Catalyzed Olefin Insertion Reactions .8.4 Palladium–Catalyzed Cross–Coupling with Organometallic Reagents .8.5 Cross–Coupling Reactions Involving sp–Carbons .8.6 The Trost Tsuji Reaction .References .Chapter 9: Formation of Carbon–Carbon –Bonds .9.1 Formation of Carbon–Carbon Double Bonds .9.2 Formation of Carbon–Carbon Triple Bonds .References .Chapter 10: Syntheses of Carbocyclic Systems .10.1 Intramolecular Free Radical Cyclizations .10.2 Cation– Cyclizations .10.3 Pericyclic Reactions .10.4 Ring–Closing Olefin Metathesis (RCM) .References

• ISBN: 978-1-119-08653-6
• Editorial: Wiley–Blackwell
• Encuadernacion: Rústica
• Páginas: 416
• Fecha Publicación: 21/04/2017
• Nº Volúmenes: 1
• Idioma: Inglés