The way of synthesis: evolution of design and methods for natural products
Saved in:
| Main Authors: | , |
|---|---|
| Format: | Book |
| Language: | English |
| Published: |
Weinheim
WILEY-VCH
2007
|
| Subjects: | |
| Online Access: | Inhaltsverzeichnis Inhaltstext Inhaltsverzeichnis |
| Physical Description: | XV, 1004 S. graph. Darst. 240 mm x 170 mm |
| ISBN: | 9783527314447 352731444X |
Staff View
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Forcword \ II
Preface XIII
Part 1 Introduction /
1.1 History of Synlhcsis .?
1.1.1 History and Purpose of Synthesis .?
1.1.2 Evolution of Trends in Synthesis 8
1.2 Milestones in Structure Elucidation 2.?
1.2.1 Glucose 2.?
1.2.2 Morphine 26
1.2.3 Aspidospermine .?/
1.2.4 Patchouli Alcohol .?.f
1.3 Milestones in Organie Synthesis 41
1.3.1 Total Synthesis 41
1.3.2 Melhodology 47
Part 2 Strategy and Tactics 79
2.1 Introduction .SV
2.2 Principles and Issues Impacting Synthesis (Stratcgy) 87
2.2.1 Problem Definition and Analysis 87
2.2.2 Brevity of Execution 89
2.2.2.1 The Question of Chemical Yield 89
2.2.2.2 The Question of Isomeric Ratios y.?
2.2.2.3 Brevity in Reaction Design 95
2.2.3 Efficiency Factors 96
2.2.3.1 Domino and Conseeutive (Tandem. Cascade) Reactions 101
2.2.3.2 Redundant or Degenerate Operations 107
2.2.4 Incorporation of New Technology 109
2.2.4.1 Umpolung Reagents 110
2.2.4.2 Catalytic Oxidation and Reduction 110
2.2.4.3 Catalytic Hydrogenation and Cyclopropanation 777
2.2.4.4 Oxidation of Unactivated C H Bonds 772
2.2.4.5 Directed ortho Metalation of Aromatic Compounds 772
2.2.4.6 (Tandem) Radical Cyclization Reactions 113
2.2.4.7 Multiple C C Bond forming Methods 114
2.2.4.8 Aldolase mediated Carbohydrate Synthesis 776
2.2.4.8 Enzymatic Differentiation of Meso Compounds 777
2.2.4.9 Use of Oxidoreductase Enzymes in Synthesis 777
2.3 Principles and Issues Impacting Design Dimensional Analysis (Strategy) 729
2.3.1 Computer assisted Design 130
2.3.2 Pattern Recognition 134
2.3.3 Analysis of Precedent and Extrapolations 139
2.3.4 Connectivity and Topology 143
2.3.5 Symmetry Issues 146
2.3.6 Commutative Principles and Latent or Incipient Transforms 154
2.4 Principles and Issues of Methods (Tactics) 765
2.4.1 Issues of Regio and Stereocontrol 767
2.4.2 Modifications of Ring Size 773
2.4.3 Stability Relationships in Bicyclic Ketones 777
2.4.3 Functional Group Compatibility (Chemoselectivity) 752
2.4.5 Polarity Adjustments, Umpolung, and Consonant Dissonant Relationships 186
2Aß Protective and Deprotective Operations 190
2.4.7 Reproducible Reactions 797
2.4.8 Task oriented versus Class oriented Methods of Synthesis 797
Part 3 Comparative Design: Classics in Terpene Synthesis 205
3.1 Introduction 207
3.2 Juvenile Hormones 277
3.3 Cedrenes 229
3.4 Zizaanes 255
3.5 Hydroazulenes 277
3.5.1 Guaianes: Bulnesene, Guaiol, Kessanes 280
3.5.2 Guaianolides: Estafiatin 295
3.5.3 Pseudoguaianes and Pseudoguaianolides: Damsin, Damsinic Acid, and Confertin 304
3.6 Vernolepin 341
3.7 Triquinanes J67
3.7.1 Isocomene 363
3.7.2 Hirsutene 381
3.7.3 Retigeranic Acid 392
3.8 Compactin 431
3.9 Aphidicolin 449
3.10 Miscellaneous Terpenes 469
3.10.1 Phorbol and Ingenol 469
3.10.2 Quassin 479
3.10.3 Perovskone 485
3.11 Taxol 499
Part 4 Comparative Design: Classics in Alkaloid Synthesis 525
4.1 Introduction 527
4.1.1 Quinine 531
4.1.2 Reserpine 541
4.2 Lycopodium Alkaloids 573
4.3 Daphniphyllum Alkaloids 603
4.4 Pyrrolizidine Alkaloids 677
4.5 Cephalotaxus Alkaloids 655
4.6 Amaryllidaceae Constituents 689
4.6.1 Pancratistatin 692
4.6.2 Narciclasine 705
4.7 Morphine 727
4.8 Indole Alkaloids 759
4.8.1 Aspidospermine and Aspidospermidine 764
4.8.2 Eburnamonine 7S0
4.8.3 Ibogamine 788
4.8.4 Strychnine «00
Part 5 Miscellaneous Compounds 843
5.1 Introduction 845
5.1.1 Maytansine and Other Macrocycles 851
5.1.2 Brevetoxin and Other Linear Polycyclic Ethers 87.?
5.2 Palytoxin 891
5.3 Indinavir 909
Part 6 Outlook 977
6.1 Introduction 919
6.2 A Short History of Accomplishments in Synthesis 921
6.3 Factors Influencing the Practice of Organic Synthesis 923
6.3.1 The Future 931
Part 7 Acknowledgments 945
Part 8 Appendix 947
8.1 Abbreviations, Acronyms, and Symbols 949
8.2 Guide to the Literature 953
Subject index 957
Author index 995
Index of personal recollection 1003 |
| adam_txt |
Forcword \ II
Preface XIII
Part 1 Introduction /
1.1 History of Synlhcsis .?
1.1.1 History and Purpose of Synthesis .?
1.1.2 Evolution of Trends in Synthesis 8
1.2 Milestones in Structure Elucidation 2.?
1.2.1 Glucose 2.?
1.2.2 Morphine 26
1.2.3 Aspidospermine .?/
1.2.4 Patchouli Alcohol .?.f
1.3 Milestones in Organie Synthesis 41
1.3.1 Total Synthesis 41
1.3.2 Melhodology 47
Part 2 Strategy and Tactics 79
2.1 Introduction .SV
2.2 Principles and Issues Impacting Synthesis (Stratcgy) 87
2.2.1 Problem Definition and Analysis 87
2.2.2 Brevity of Execution 89
2.2.2.1 The Question of Chemical Yield 89
2.2.2.2 The Question of Isomeric Ratios y.?
2.2.2.3 Brevity in Reaction Design 95
2.2.3 Efficiency Factors 96
2.2.3.1 Domino and Conseeutive (Tandem. Cascade) Reactions 101
2.2.3.2 Redundant or Degenerate Operations 107
2.2.4 Incorporation of New Technology 109
2.2.4.1 Umpolung Reagents 110
2.2.4.2 Catalytic Oxidation and Reduction 110
2.2.4.3 Catalytic Hydrogenation and Cyclopropanation 777
2.2.4.4 Oxidation of Unactivated C H Bonds 772
2.2.4.5 Directed ortho Metalation of Aromatic Compounds 772
2.2.4.6 (Tandem) Radical Cyclization Reactions 113
2.2.4.7 Multiple C C Bond forming Methods 114
2.2.4.8 Aldolase mediated Carbohydrate Synthesis 776
2.2.4.8 Enzymatic Differentiation of Meso Compounds 777
2.2.4.9 Use of Oxidoreductase Enzymes in Synthesis 777
2.3 Principles and Issues Impacting Design Dimensional Analysis (Strategy) 729
2.3.1 Computer assisted Design 130
2.3.2 Pattern Recognition 134
2.3.3 Analysis of Precedent and Extrapolations 139
2.3.4 Connectivity and Topology 143
2.3.5 Symmetry Issues 146
2.3.6 Commutative Principles and Latent or Incipient Transforms 154
2.4 Principles and Issues of Methods (Tactics) 765
2.4.1 Issues of Regio and Stereocontrol 767
2.4.2 Modifications of Ring Size 773
2.4.3 Stability Relationships in Bicyclic Ketones 777
2.4.3 Functional Group Compatibility (Chemoselectivity) 752
2.4.5 Polarity Adjustments, Umpolung, and Consonant Dissonant Relationships 186
2Aß Protective and Deprotective Operations 190
2.4.7 Reproducible Reactions 797
2.4.8 Task oriented versus Class oriented Methods of Synthesis 797
Part 3 Comparative Design: Classics in Terpene Synthesis 205
3.1 Introduction 207
3.2 Juvenile Hormones 277
3.3 Cedrenes 229
3.4 Zizaanes 255
3.5 Hydroazulenes 277
3.5.1 Guaianes: Bulnesene, Guaiol, Kessanes 280
3.5.2 Guaianolides: Estafiatin 295
3.5.3 Pseudoguaianes and Pseudoguaianolides: Damsin, Damsinic Acid, and Confertin 304
3.6 Vernolepin 341
3.7 Triquinanes J67
3.7.1 Isocomene 363
3.7.2 Hirsutene 381
3.7.3 Retigeranic Acid 392
3.8 Compactin 431
3.9 Aphidicolin 449
3.10 Miscellaneous Terpenes 469
3.10.1 Phorbol and Ingenol 469
3.10.2 Quassin 479
3.10.3 Perovskone 485
3.11 Taxol 499
Part 4 Comparative Design: Classics in Alkaloid Synthesis 525
4.1 Introduction 527
4.1.1 Quinine 531
4.1.2 Reserpine 541
4.2 Lycopodium Alkaloids 573
4.3 Daphniphyllum Alkaloids 603
4.4 Pyrrolizidine Alkaloids 677
4.5 Cephalotaxus Alkaloids 655
4.6 Amaryllidaceae Constituents 689
4.6.1 Pancratistatin 692
4.6.2 Narciclasine 705
4.7 Morphine 727
4.8 Indole Alkaloids 759
4.8.1 Aspidospermine and Aspidospermidine 764
4.8.2 Eburnamonine 7S0
4.8.3 Ibogamine 788
4.8.4 Strychnine «00
Part 5 Miscellaneous Compounds 843
5.1 Introduction 845
5.1.1 Maytansine and Other Macrocycles 851
5.1.2 Brevetoxin and Other Linear Polycyclic Ethers 87.?
5.2 Palytoxin 891
5.3 Indinavir 909
Part 6 Outlook 977
6.1 Introduction 919
6.2 A Short History of Accomplishments in Synthesis 921
6.3 Factors Influencing the Practice of Organic Synthesis 923
6.3.1 The Future 931
Part 7 Acknowledgments 945
Part 8 Appendix 947
8.1 Abbreviations, Acronyms, and Symbols 949
8.2 Guide to the Literature 953
Subject index 957
Author index 995
Index of personal recollection 1003 |
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| index_date | 2024-07-02T16:29:48Z |
| indexdate | 2024-07-20T09:10:44Z |
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| publisher | WILEY-VCH |
| record_format | marc |
| spelling | Hudlicky, Tomas Verfasser aut The way of synthesis evolution of design and methods for natural products Tomáš Hudlický ; Josephine W. Reed Weinheim WILEY-VCH 2007 XV, 1004 S. graph. Darst. 240 mm x 170 mm txt rdacontent n rdamedia nc rdacarrier Alkaloïden gtt Natuurlijke stoffen gtt Plantaardige stoffen gtt Strategie gtt Terpenen gtt Biosynthesis Natural products Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd rswk-swf Naturstoff (DE-588)4041418-8 gnd rswk-swf Naturstoff (DE-588)4041418-8 s Organische Synthese (DE-588)4075695-6 s DE-604 Reed, Josephine W. Verfasser (DE-588)133300951 aut http://www.gbv.de/dms/bs/toc/516436392.pdf Inhaltsverzeichnis text/html http://deposit.dnb.de/cgi-bin/dokserv?id=2843894&prov=M&dok_var=1&dok_ext=htm Inhaltstext HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=015434055&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Hudlicky, Tomas Reed, Josephine W. The way of synthesis evolution of design and methods for natural products Alkaloïden gtt Natuurlijke stoffen gtt Plantaardige stoffen gtt Strategie gtt Terpenen gtt Biosynthesis Natural products Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd Naturstoff (DE-588)4041418-8 gnd |
| subject_GND | (DE-588)4075695-6 (DE-588)4041418-8 |
| title | The way of synthesis evolution of design and methods for natural products |
| title_auth | The way of synthesis evolution of design and methods for natural products |
| title_exact_search | The way of synthesis evolution of design and methods for natural products |
| title_exact_search_txtP | The way of synthesis evolution of design and methods for natural products |
| title_full | The way of synthesis evolution of design and methods for natural products Tomáš Hudlický ; Josephine W. Reed |
| title_fullStr | The way of synthesis evolution of design and methods for natural products Tomáš Hudlický ; Josephine W. Reed |
| title_full_unstemmed | The way of synthesis evolution of design and methods for natural products Tomáš Hudlický ; Josephine W. Reed |
| title_short | The way of synthesis |
| title_sort | the way of synthesis evolution of design and methods for natural products |
| title_sub | evolution of design and methods for natural products |
| topic | Alkaloïden gtt Natuurlijke stoffen gtt Plantaardige stoffen gtt Strategie gtt Terpenen gtt Biosynthesis Natural products Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd Naturstoff (DE-588)4041418-8 gnd |
| topic_facet | Alkaloïden Natuurlijke stoffen Plantaardige stoffen Strategie Terpenen Biosynthesis Natural products Organic compounds Synthesis Organische Synthese Naturstoff |
| url | http://www.gbv.de/dms/bs/toc/516436392.pdf http://deposit.dnb.de/cgi-bin/dokserv?id=2843894&prov=M&dok_var=1&dok_ext=htm http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=015434055&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT hudlickytomas thewayofsynthesisevolutionofdesignandmethodsfornaturalproducts AT reedjosephinew thewayofsynthesisevolutionofdesignandmethodsfornaturalproducts |
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