Organic synthesis: concepts and methods
Saved in:
| Main Authors: | , |
|---|---|
| Format: | Book |
| Language: | German |
| Published: |
Weinheim
Wiley-VCH
2003
|
| Edition: | 3., completely rev. and enl. ed. |
| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | XVI, 517 S. Ill., graph. Darst. |
| ISBN: | 3527302735 3527302727 |
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| 250 | |a 3., completely rev. and enl. ed. | ||
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Record in the Search Index
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|---|---|
| adam_text | I VII
Contents
Foreword VI
Preface to the Third Edition XI
Abbreviations XIII
1 Synthesis of Carbon Chains 1
1.1 Introduction 1
1.2 Functional Group Arrangements 3
1.3 Umpolung 6
1.4 Alcohols 6
1.5 Synthesis of Alkenes and their Coupling Reactions 13
1.6 Aldehydes, Ketones, and Carboxylic Acids 36
1.7 1,2-Difunctional Compounds 40
1.8 1,3-Difunctional Compounds 43
1.9 1,4-Difunctional Compounds 54
1.10 1,5-Difunctional Compounds 62
1.11 1,6-Difunctional Compounds 64
2 Carbocycles 69
2.1 Introduction 69
2.2 Radicals 70
2.3 Ring Closing Metathesis 73
2.4 Macrocyclization 76
2.5 Cyclopropane and Cyclopropene Derivatives 82
2.6 Cyclobutane Derivatives 87
2.7 Cydopentane Derivatives 91
2.7.1 Prostaglandins 105
2.8 Cyclohexane and Cyclohexene Derivatives 111
2.8.1 Steroids 123
2.9 Bridged Carbocycles 133
VIIII Contents
3 Functional Croup Interconversion (FCI) 137
3.1 Introduction 137
3.2 Reduction 238
3.2.1 General Considerations 138
3.2.2 Hydrogenation of Carbon-Carbon Multiple Bonds
and Cyclopropane Rings 143
3.2.3 Reduction of Aldehydes, Ketones, and Carboxylic Acid Derivatives 150
3.2.4 Reduction of Nitrogen Compounds 160
3.2.5 Reductive Cleavage of Carbon-Heteroatom
and Heteroatom-Oxygen Bonds 163
3.3 Oxidation 165
3.3.1 General Considerations 165
3.3.2 Oxidation of Non-Functional Carbon Atoms 167
3.3.3 Oxidation of Carbon Atoms in Carbon-Carbon Multiple Bonds 172
3.3.4 Oxidation of Alcohols to Aldehydes, Ketones, and Carboxylic Acids 186
3.3.5 Oxidative Rearrangement and Cleavage of Ketones and Aldehydes 190
3.3.6 Olefin Syntheses by Dehydrogenation
and Other Elimination Reactions 192
3.4 Synthesis of Carboxylic Acid Derivatives 197
3.5 Ethers 201
3.6 Phosphonates 204
3.7 Sulfides and Sulfonates 205
3.8 Halides 206
3.9 Protection of Functional Groups 208
3.9.1 Reactive Carbon-Hydrogen and Carbon-Carbon Bonds 209
3.9.2 Alcoholic Hydroxyl Groups 212
3.9.3 Amino Groups and Thiols 228
3.9.4 Carboxyl Groups 222
3.9.5 Aldehyde and Keto Groups 222
3.9.6 Phosphate Groups 224
4 Heterocycles and Arenes 225
4.1 Introduction 225
4.2 Nitrogen-Containing Heterocycles and Arenes in Drugs 225
4.3 Lactones (Oxetanones) and Lactams (Azetidinones) 252
4.4 Porphyrins, Chlorophyll a, and Corrins 269
4.5 Alkaloids 292
4.6 Self-Reproduction of Chirality 300
4.7 Monosaccharides and Protected Derivatives 302
5 Biopolymers and Dendrimers 309
5.1 Introduction 309
5.2 Oligonucleotides 309
5.3 Peptides 325
5.3.1 Stages of Peptide Synthesis 325
Contents IIX
5.4 Di- and Oligosaccharide Syntheses 344
5.5 Dendrimers 357
6 Combinatorial Mixtures and Selection 359
6.1 Introduction 359
6.2 The Split Method and Multicomponent Reactions 360
6.3 Coding 364
6.4 Libraries for Different Purposes 367
6.4.1 Ligands for Metal Ions 368
6.4.2 Catalysts 369
6.4.3 Proteins 373
6.4.4 Nucleic Acids 380
6.4.5 Heterocycles 382
6.4.6 Carbocycles 386
6.4.7 Chiral Compounds 387
7 Concepts in Nanometer-Sized Skeletons and Modules 389
7.1 Introduction 389
7.2 Nucleic Acids 390
7.2.1 DNA with a Site-Specifically, Covalently Bound Mutagen 390
7.2.2 Cationic Oligonucleotides 392
7.2.3 A Synthetic Scissor for Sequence-Specific DNA Cleavage 392
7.2.4 Hexose Oligonucleotides 394
7.2.5 DNA Helicates with a Central Copper(I) Ion Wire 395
7.3 Kemp s Acid: Enzyme-Cleft and Self-Replication Models 395
7.3.1 Enzyme-Cleft Models with Convergent Functional Groups 396
7.3.2 A Synthetic Self-Replicating System 397
7.4 Covalent and Non-Covalent Porphyrin Assemblies 398
7.5 Molecular Assemblies of Amphiphiles 400
7.5.1 Vesicle Membranes 401
7.5.2 Helical Micellar Fibers 402
7.6 Capsules 404
7.7 Fullerenes and Carbon Rods 406
7.8 Rotaxanes and Catenanes 408
8 The Internet and the Feedstock 423
8.1 Introduction 413
8.2 Starting Materials 413
8.3 Literature Search 426
8.3.1 Science Finder Scholar (Chemical Abstract Service, CAS) 417
8.3.2 American Chemical Society (ACS) 428
8.3.3 European Journals 420
8.3.4 Organic Chemistry Handbooks 422
8.4 Feedstock 422
X I Contents
9 Retrosynthetic Analysis, Sketches of Syntheses,
Tandem Reactions and Green Chemistry 425
9.1 Introduction 425
9.2 Elementary Retrosynthetic Analysis 425
9.2.1 Open-chain Compounds 429
9.2.2 Mono- and Bicyclic Target Molecules 441
9.2.3 Bridged Polycydic Molecules 446
9.2 A Summary of Antithetical Analysis of Simple Molecules 448
9.3 Learning from Research Papers 448
9.4 Tandem Reactions 456
9.5 Green Chemistry 458
10 Seventy-Seven Conclusions in Alphabetical Order 462
10.1 Introduction 461
10.2 Conclusions in Alphabetical Order 461
11 References 469
Subject Index 505
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| edition | 3., completely rev. and enl. ed. |
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| isbn | 3527302735 3527302727 |
| language | German |
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| physical | XVI, 517 S. Ill., graph. Darst. |
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| spelling | Fuhrhop, Jürgen-Hinrich 1940- Verfasser (DE-588)123368278 aut Organic synthesis concepts and methods Jürgen-Hinrich Fuhrhop ; Guangtao Li 3., completely rev. and enl. ed. Weinheim Wiley-VCH 2003 XVI, 517 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Composés organiques - Synthèse Síntese orgânica larpcal Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd rswk-swf Organische Synthese (DE-588)4075695-6 s DE-604 Li, Guangtao Verfasser aut HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=010170561&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Fuhrhop, Jürgen-Hinrich 1940- Li, Guangtao Organic synthesis concepts and methods Composés organiques - Synthèse Síntese orgânica larpcal Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd |
| subject_GND | (DE-588)4075695-6 |
| title | Organic synthesis concepts and methods |
| title_auth | Organic synthesis concepts and methods |
| title_exact_search | Organic synthesis concepts and methods |
| title_full | Organic synthesis concepts and methods Jürgen-Hinrich Fuhrhop ; Guangtao Li |
| title_fullStr | Organic synthesis concepts and methods Jürgen-Hinrich Fuhrhop ; Guangtao Li |
| title_full_unstemmed | Organic synthesis concepts and methods Jürgen-Hinrich Fuhrhop ; Guangtao Li |
| title_short | Organic synthesis |
| title_sort | organic synthesis concepts and methods |
| title_sub | concepts and methods |
| topic | Composés organiques - Synthèse Síntese orgânica larpcal Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd |
| topic_facet | Composés organiques - Synthèse Síntese orgânica Organic compounds Synthesis Organische Synthese |
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