Terpene: Aromen, Düfte, Pharmaka, Pheromone
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Buch |
| Sprache: | German |
| Veröffentlicht: |
Stuttgart [u.a.]
Teubner
1999
|
| Schriftenreihe: | Teubner-Studienbücher : Chemie
|
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | 227 S. Ill., graph. Darst. |
| ISBN: | 3519035480 |
Internformat
MARC
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| 100 | 1 | |a Breitmaier, Eberhard |d 1939- |e Verfasser |0 (DE-588)115576320 |4 aut | |
| 245 | 1 | 0 | |a Terpene |b Aromen, Düfte, Pharmaka, Pheromone |c von Eberhard Breitmaier |
| 264 | 1 | |a Stuttgart [u.a.] |b Teubner |c 1999 | |
| 300 | |a 227 S. |b Ill., graph. Darst. | ||
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| 338 | |b nc |2 rdacarrier | ||
| 490 | 0 | |a Teubner-Studienbücher : Chemie | |
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Datensatz im Suchindex
| _version_ | 1804126857462808576 |
|---|---|
| adam_text | Inhaltsverzeichnis
Vorwort...................................................................................................................5
Inhaltsverzeichnis.................................................................................................6
1
Terpene,
Bedeutung, Bauprinzip, Biosynthese..............................1
1
1.1 Begriff und Bedeutung.............................................................................
11
1.2 Bauprinzip: Isopren-Regel......................................................................12
1.3 Biosynthese der
Terpene
..........................................................................13
2 Hemi- und
Monoterpene.....................................................................
20
2.1 Hemiterpene..............................................................................................20
2.2 Acylische
Monoterpene
............................................................................20
2.3 Monocyclische
Monoterpene
...................................................................23
2.3.1 Cyclopropan- und Cyclobutan-Monoterpene.............................................23
2.3.2 Cyclopentan-Monoterpene.........................................................................23
2.3.3 Cyclohexan-Monoterpene..........................................................................25
2.4 Bicyclische
Monoterpene
.........................................................................28
2.4.1 Übersicht....................................................................................................28
2.4.2 Carane und Thujane...................................................................................29
2.4.3 Pinane.........................................................................................................30
2.4.4 Camphane und Fenchane............................................................................30
3 Sesquiterpene.........................................................................................32
3.1 Farnesane..................................................................................................32
3.2 Monocyclische Farnesan-Sesquiterpene.................................................33
3.2.1 Bisabolane..................................................................................................33
3.2.2 Germacrane und Elemane..........................................................................34
3.2.3 Humulane...................................................................................................35
3.3
Polycyclische
Farnesan-Sesquiterpene...................................................36
3.3.1 Caryophyllane............................................................................................36
3.3.2 Eudesmane und Furanoeudesmane.............................................................37
3.3.3 Eremophilane, Furanoeremophilane und Valerane....................................39
3.3.4 Cadinane.....................................................................................................42
3.3.5 Drimane......................................................................................................44
3.3.6 Guajane und Cycloguajane.........................................................................45
3.3.7 Himachalane und Longipinane...................................................................49
Inhaltsverzeichnis 7
3.3.8 Picrotoxane.................................................................................................50
3 3.9 Isodaucane und Daucane............................................................................50
3 3.10 Protoilludane,
Illudane
und Illudalane.......................................................51
3 3.11 Marasmane, Isolactarane und Lactarane.....................................................52
3.3.12 Acorane......................................................................................................53
3.3.13 Chamigrane.................................................................................................53
3.3.14
Cedrane
und Isocedrane..............................................................................54
3.3.15 Zizaane und Prezizaane............
ľ
.................................................................54
3.3.16 Campherenane und Santalane.....................................................................55
3.3.17 Thujopsane.................................................................................................56
3.3.18 Hirsutane....................................................................................................57
3.4 Andere
polycyclische Sesquiterpene
.......................................................58
3.4.1 Pinguisane...................................................................................................58
3.4.2 Presilphiperfoliane, Silphiperfoliane, Silphinane, Isocomane...................58
4
Diterpene
.................................................................................................60
4.1 Phytane......................................................................................................60
4.2 Cyclophytane............................................................................................60
4.3 Bicyclophytane..........................................................................................62
4.3.1 Labdane......................................................................................................62
4.3.2 Umgelagerte Labdane.................................................................................63
4.4 Tricyclophytane........................................................................................65
4.4.1 Pimarane und Isopimarane.........................................................................65
4.4.2
Cassane, Cleistanthane
und Isocopalane.....................................................67
4.4.3 Abietane und Totarane................................................................................69
4.5 Tetracyclophytane....................................................................................71
4.5.1 Übersicht....................................................................................................71
4.5.2 Beyerane.....................................................................................................72
4.5.3 Kaurane und Villanovane...........................................................................73
4.5.4 Atisane........................................................................................................74
4.5.5 Gibberellane...............................................................................................74
4.5.6 Grayanotoxane............................................................................................75
4.6 Cembrane und Cyclocembrane...............................................................76
4.6.1 Übersicht....................................................................................................76
4.6.2 Cembrane....................................................................................................78
4.6.3 Casbane......................................................................................................79
4.6.4 Lathyrane....................................................................................................79
4.6.5 Jatrophane...................................................................................................80
4.6.6 Tigliane.......................................................................................................80
4.6.7 Rhamnofolane und Daphnane.....................................................................81
4.6.8 Eunicellane und Asbestinane......................................................................81
4.6.9 Briarane......................................................................................................82
8 Inhaltsverzeichnis
4.6.10 Dolabellane................................................................................................82
4.6.11 Dolastane....................................................................................................83
4.6.12 Fusicoccane................................................................................................83
4.6.13 Verticillane und Taxane.............................................................................84
4.6.14 Trinervitane und Kempane.........................................................................84
4.7 Prenylsesquiterpene.................................................................................85
4.7.1 Xenicane und Xeniaphyllane......................................................................86
4.7.2 Prenylgermacrane und Lobane...................................................................86
4.7.3 Prenyleudesmane und Biflorane.................................................................87
4.7.4
Sacculatane (Prenyldrimane)
......................................................................88
4.7.5 Prenylguajane und Prenylaromadendrane..................................................88
4.7.6 Sphenolobane (Prenyldaucane)..................................................................89
4.8 Ginkgolide.................................................................................................89
5 Sesterterpene..........................................................................................90
5.1 Acylische Sesterterpene...........................................................................90
5.2 Monocyclische Sesterterpene..................................................................90
5.3
Polycyclische
Sesterterpene.....................................................................91
5.3.1 Bicylische Sesterterpene............................................................................91
5.3.2 Tricyclische Sesterterpene..........................................................................92
5.3.3 Tetracyclische Sesterterpene......................................................................93
6 Triterpene...............................................................................................94
6.1 Lineare Triterpene...................................................................................94
6.2 Tetracyclische Triterpene, Gonan-Typ..................................................96
6.2.1 Übersicht....................................................................................................96
6.2.2
Protostane
und Fusidane.............................................................................97
6.2.3 Dammarane................................................................................................97
6.2.4 Apotirucallane............................................................................................99
6.2.5 Tirucallane und Euphane............................................................................99
6.2.6 Lanostane.................................................................................................100
6.2.7 Cycloartane..............................................................................................101
6.2.8 Cucurbitane..............................................................................................102
6.3 Pentacyclische Triterpene, Baccharan-Typ.........................................103
6.3.1 Übersicht..................................................................................................103
6.3.2 Baccharane und
Lupane
...........................................................................105
6.3.3 Oleanane...................................................................................................105
6.3.4 Taraxerane, Multiflorane und Bauerane...................................................106
6.3.5 Glutinane, Friedelane, Pachysanane.........................................................107
6.3.6 Taraxastane und Ursane...........................................................................108
6.4 Pentacyclische Triterpene,
Hopan
-Тур
................................................109
6.4.1 Übersicht..................................................................................................109
Inhaltsverzeichnis 9
6 4.2 Hopane und Neohopane............................................................................110
6.4.3 Feraane.....................................................................................................Hl
6.4.4 Adianane und Filicane..............................................................................112
6.4.5 Gammacerane...........................................................................................112
6.5 Weitere pentacyclische Triterpene........................................................113
6.5.1 Übersicht..................................................................................................113
6.5.2 Stictane und Arborane..............................................................................114
6.5.3 Onoceraneund
Serratane
..........................................................................114
б!б
Iridale
......................................................................................................115
7 Tetraterpene.........................................................................................117
7.1 Carotenoide.............................................................................................117
7.2 Apocarotenoide.......................................................................................119
7.3 Diapocarotenoide....................................................................................120
7.4 Megastigmane.........................................................................................121
8 Polyterpene und Prenylchinone.......................................................123
8.1 Polyterpene..............................................................................................123
8.2 Prenylchinone.........................................................................................124
9 Ausgewählte
Terpen-Synthesen
.......................................................127
9.1
Monoterpene...........................................................................................
127
9.1.1 Konzept industrieller Monoterpen-Riechstoffsynthesen...........................127
9.1.2 Enantioselektive Synthese des (R)-(+)Citronellals...................................129
9.1.3 Synthese des Rosenoxids..........................................................................129
9.1.4 Synthese des Chrysanthemumsäuremethylesters......................................130
9.1.5 Enantiospezifische Synthese des (-)-Menthols.........................................131
9.1.6 Synthese des a-Terpineols........................................................................132
9.1.7 Synthese des Camphers aus oc-Pinen........................................................133
9.1.8 a-Pinen und Derivate als Rohstoffe zur stereospezifischen Synthese
chiraler
Monoterpene
................................................................................135
9.2 Sesquiterpene..........................................................................................137
9.2.1 ß-Selinen..................................................................................................137
9.2.2 Isocomen..................................................................................................138
9.2.3 Cedren......................................................................................................141
9.2.4 PeriplanonB.............................................................................................143
9.3
Diterpene
.................................................................................................146
9.3.1 Vitamin
A (Retinolacetat)
.........................................................................146
9.3.2 Cafestol.....................................................................................................149
9.3.3 Baccatin
III
als Vorstufe des Taxols.........................................................153
10 Inhaltsverzeichnis
9.4 Triterpene...............................................................................................16Q
Lupeol......................................................................................................160
10 Isolierung und Strukturaufklärung...............................................168
10.1 Isolierung aus Pflanzen..........................................................................168
10.2 Geeignete Methoden der Strukturaufklärung.....................................168
10.3 Strukturaufklärung eines Sesquiterpens..............................................169
10.3.1 Doppelbindungsäquivalente.....................................................................169
10.3.2 Funktionelle Gruppen und Teilstrukturen aus dem ^C-NMR-Spektrum . 170
10.3.4 Konstitution (Atomverknüpfiing).............................................................171
10.3.5 Relative Konfiguration.............................................................................177
10.3.6 Absolute Konfiguration............................................................................179
10.4 Kristallstrukturbestimmung..................................................................181
10.5 Über Struktur und Geruch von
Terpenen
...........................................184
Bibliographie.....................................................................................................188
Übersicht bedeutender Terpen-Grundskelette.........................................193
Sachverzeichnis.................................................................................................205
|
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| indexdate | 2024-07-09T18:24:07Z |
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| isbn | 3519035480 |
| language | German |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-008294352 |
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| owner | DE-355 DE-BY-UBR DE-384 DE-703 DE-128 DE-20 DE-Aug4 DE-12 DE-1046 DE-54 DE-210 DE-92 DE-29T DE-91G DE-BY-TUM DE-1029 DE-19 DE-BY-UBM DE-634 DE-83 DE-11 DE-B768 |
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| physical | 227 S. Ill., graph. Darst. |
| publishDate | 1999 |
| publishDateSearch | 1999 |
| publishDateSort | 1999 |
| publisher | Teubner |
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| series2 | Teubner-Studienbücher : Chemie |
| spelling | Breitmaier, Eberhard 1939- Verfasser (DE-588)115576320 aut Terpene Aromen, Düfte, Pharmaka, Pheromone von Eberhard Breitmaier Stuttgart [u.a.] Teubner 1999 227 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Teubner-Studienbücher : Chemie Terpene (DE-588)4184779-9 gnd rswk-swf Terpene (DE-588)4184779-9 s DE-604 Digitalisierung SABAschaffenburg application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=008294352&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Breitmaier, Eberhard 1939- Terpene Aromen, Düfte, Pharmaka, Pheromone Terpene (DE-588)4184779-9 gnd |
| subject_GND | (DE-588)4184779-9 |
| title | Terpene Aromen, Düfte, Pharmaka, Pheromone |
| title_auth | Terpene Aromen, Düfte, Pharmaka, Pheromone |
| title_exact_search | Terpene Aromen, Düfte, Pharmaka, Pheromone |
| title_full | Terpene Aromen, Düfte, Pharmaka, Pheromone von Eberhard Breitmaier |
| title_fullStr | Terpene Aromen, Düfte, Pharmaka, Pheromone von Eberhard Breitmaier |
| title_full_unstemmed | Terpene Aromen, Düfte, Pharmaka, Pheromone von Eberhard Breitmaier |
| title_short | Terpene |
| title_sort | terpene aromen dufte pharmaka pheromone |
| title_sub | Aromen, Düfte, Pharmaka, Pheromone |
| topic | Terpene (DE-588)4184779-9 gnd |
| topic_facet | Terpene |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=008294352&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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