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Chapter 1Introduction to Designing Organic Synthesis001
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Designing Organic Synthesis: General Issues001
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The Principles of Synthetic Organic Chemistry007
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References013
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Part ��Formation of Molecular Skeleton
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Chapter 2Carbon-Carbon Bonds Formation: Nucleophiles016
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Organometallic Compounds016
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Stabilized Carbanions041
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Reactions of Enolates and Related Nucleophiles with Carbonyl Compounds059
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References072
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Chapter 3Carbon-Carbon Bonds Formation: Carbocations074
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Electrophilic Aromatic Substitution074
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Self-Condensation of Alkenes086
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Cationic Rearrangements087
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References091
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Chapter 4Carbon-Carbon Bonds Formation: Free Radicals093
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Formation,Structure and Stabilities of Carbon Free Radicals093
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Types of Free Radical Reactions095
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Reactions of Free Radicals098
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References109
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Chapter 5Formation of Carbocycles and Heterocycles110
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Formation of Carbocycles110
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Formation of Heterocycles129
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Ring Opening134
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References136
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Part ��Molecular Skeleton Modification
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Chapter 6Functional Group Interconversion138
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Introduction and Transformation of Functional Groups138
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Interconversion of Functional Groups149
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References156
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Chapter 7Protection and Deprotection of Functional Groups157
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Hydroxy-Protecting Groups158
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Carbonyl-Protecting Groups167
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Diol-Protecting Groups170
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Amino-Protecting Groups171
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Carboxy-Protecting Groups175
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Phosphate-Protecting Groups177
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Carbon Hydrogen-Protecting Groups178
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References180
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Part ��Designing Organic Synthesis
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Chapter 8Retrosynthetic Analysis Strategy182
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Introduction to Retrosynthetic Analysis182
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Strategy in Retrosynthesis191
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References201
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Chapter 9Retrosynthetic Analysis of the Organic Compounds203
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Retrosynthetic Analysis of the Compounds with One Functional Group203
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Retrosynthetic Analysis with Participation of Two Functional Groups227
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References268
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Part ��Organic Synthesis Techniques
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Chapter 10Specific Synthetic Methods and Techniques272
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Multicomponent Reactions272
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Parallel Synthesis and Combinatorial Chemistry275
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Mechanochemistry in Organic Synthesis277
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Organic Synthesis Promoted by Microwave Radiation278
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Syntheses in Ionic Liquids280
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Digitization and Validation of a Chemical Synthesis Literature
Database in the ChemPU282
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Modern Automated Biomolecule Synthesis283
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References293