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중고외서

Modern Organic Synthesis : An Introduction

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출간일 2006년 03월 17일
쪽수, 무게, 크기 504쪽 | 1156g | 215*279*19mm
ISBN13 9780716772668
ISBN10 0716772663

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Preface ix
Synthetic Design 1(30)
Retrosynthetic Analysis 1(7)
Reversal of the Carbonyl Group Polarity (Umpolung) 8(6)
Steps in Planning a Synthesis 14(9)
Choice of Synthetic Method 23(3)
Domino Reactions 26(1)
Computer-Assisted Retrosynthetic Analysis 26(5)
Stereochemical Considerations in Planning Syntheses 31(27)
Conformational Analysis 31(4)
Evaluation of Nonbonded Interactions 35(5)
Six-Member Heterocyclic Systems 40(1)
Polycyclic Ring Systems 41(3)
Cyclohexyl Systems with sp2-Hybridized Atoms 44(2)
Significant Energy Difference 46(1)
Computer-Assisted Molecular Modeling 46(1)
Reactivity and Product Determination as a Function of Conformation 47(11)
The Concept of Protecting Functional Groups 58(30)
Protection of NH Groups 58(2)
Protection of OH Groups of Alcohols 60(9)
Protection of Diols as Acetals 69(2)
Protection of Carbonyl Groups in Aldehydes and Ketones 71(7)
Protection of the Carboxyl Group 78(4)
Protection of Double Bonds 82(1)
Protection of Triple Bonds 82(6)
Functional Group Transformations: Oxidation and Reduction 88(51)
Oxidation of Alcohols to Aldehydes and Ketones 88(1)
Reagents and Procedures for Alcohol Oxidation 89(4)
Chemoselective Agents for Oxidizing Alcohols 93(3)
Oxidation of Acyloins 96(1)
Oxidation of Tertiary Allylic Alcohols 97(1)
Oxidative Procedures to Carboxylic Acids 98(1)
Allylic Oxidation of Alkenes 99(2)
Terminology for Reduction of Carbonyl Compounds 101(2)
Nucleophilic Reducing Agents 103(6)
Electrophilic Reducing Agents 109(3)
Regio- and Chemoselective Reductions 112(3)
Diastereoselective Reductions of Cyclic Ketones 115(2)
Inversion of Secondary Alcohol Stereochemistry 117(1)
Diastereofacial Selectivity in Acyclic Systems 118(6)
Enantioselective Reductions 124(15)
Functional Group Transformations: The Chemistry of Carbon-Carbon π-Bonds and Related Reactions 139(74)
Reactions of Carbon-Carbon Double Bonds 139(54)
Reactions of Carbon-Carbon Triple Bonds 193(20)
Formation of Carbon-Carbon Single Bonds via Enolate Anions 213(60)
1,3-Dicarbonyl and Related Compounds 213(10)
Direct Alkylation of Simple Enolates 223(8)
Cyclization Reactions--Baldwin's Rules for Ring Closure 231(3)
Stereochemistry of Cyclic Ketone Alkylation 234(2)
Imine and Hydrazone Anions 236(2)
Enamines 238(2)
The Aldol Reaction 240(16)
Condensation Reactions of Enols and Enolates 256(4)
Robinson Annulation 260(13)
Formation of Carbon-Carbon Bonds via Organometallic Reagents 273(86)
Organolithium Reagents 273(10)
Organomagnesium Reagents 283(3)
Organotitanium Reagents 286(1)
Organocerium Reagents 287(1)
Organocopper Reagents 288(10)
Organochromium Reagents 298(2)
Organozinc Reagents 300(5)
Organoboron Reagents 305(7)
Organosilicon Reagents 312(10)
Palladium-Catalyzed Coupling Reactions 322(37)
Formation of Carbon-Carbon π-Bonds 359(53)
Formation of Carbon-Carbon Double Bonds 359(37)
Formation of Carbon-Carbon Triple Bonds 396(16)
Syntheses of Carbocyclic Systems 412(31)
Intramolecular Free Radical Cyclizations 412(5)
Cation-π Cyclizations 417(4)
Pericyclic Reactions 421(12)
Ring-Closing Olefin Metathesis (RCM) 433(10)
Epilogue: The Art of Synthesis 443(2)
Abbreviations 445(1)
Answers to Select End-of-Chapter Problems 446(23)
Index 469
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