Asymmetric synthesis of natural products:
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Buch |
| Sprache: | German |
| Veröffentlicht: |
Chichester
Wiley
2012
|
| Ausgabe: | 2. ed. |
| Schlagworte: | |
| Online-Zugang: | Inhaltsverzeichnis Klappentext |
| Beschreibung: | Ill., XVI, 306 S. graph. Darst. |
| ISBN: | 9781119976691 9781119976684 |
Internformat
MARC
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| 100 | 1 | |a Koskinen, Ari |e Verfasser |4 aut | |
| 245 | 1 | 0 | |a Asymmetric synthesis of natural products |c Ari M. P. Koskinen |
| 250 | |a 2. ed. | ||
| 264 | 1 | |a Chichester |b Wiley |c 2012 | |
| 300 | |a Ill., XVI, 306 S. |b graph. Darst. | ||
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| 650 | 4 | |a Asymétrie (Chimie) | |
| 650 | 4 | |a Produits naturels - Synthèse | |
| 650 | 4 | |a Asymmetry (Chemistry) | |
| 650 | 4 | |a Natural products |x Synthesis | |
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Datensatz im Suchindex
| _version_ | 1804149501784489984 |
|---|---|
| adam_text | Contents
Preface
to the First Edition
ix
Preface to the Second Edition
xi
List of Common Abbreviations
xiii
1
Introduction
1
1.1
Some properties of natural products
4
1.2
Natural products as drugs
7
1.3
Structures of natural products
10
1.4
Asymmetric synthesis of natural products
15
1.5
Synthetic organic chemistry
17
References
20
2
Chirality, Topology, and Asymmetric Synthesis
23
2.1
The need for enantiopure compounds
34
2.2
Determination of enantiomeric purity
38
2.3
Chirality and thermodynamic principles of asymmetric induction
42
2.4
Methods for obtaining chiral compounds
44
References
52
3
Asymmetric Synthesis
55
3.1
Allylic strain
55
3.2
Reactions of the carbonyl group
59
3.2.1
Nucleophilic additions on the carbonyl carbon
59
3.2.2
Reactions at the
α
-carbon (enolate chemistry)
81
3.2.3
Reactions at the /J-carbon of an
enone
95
3.3
Reactions of olefins
99
3.3.1
Oxidation
99
References
108
115
116
116
122
122
125
125
4
Sugars
4.1
Monosaccharides
4.1.1
Aldoses and ketoses
4.1.2
Deoxy sugars
4.1.3
Amino
sugars
4.1.4
Sugar alcohols
4.1.5
Acidic sugars
vi
Contents
4.2 Polysaccharides 127
4.3
Glycoproteins and proteoglycans
131
4.4
Glycolipids
134
4.5
Sugar
antibiotics
134
4.6
Cyclitols
138
References
142
5
Amino
Acids,
Peptides,
and Proteins
145
5.1
Amino
acids 145
5.2
Peptides
and proteins
149
5.3
Enzymes and receptors
153
5.4
Chemical modifications of peptides
154
5.5
Biosynthesis of
amino
acids
156
5.6
Asymmetric synthesis of
amino
acids
160
5.6.1
a-Alkylation
162
5.6.2 Amination
of ester enolates
167
5.6.3
Catalytic
hydrogénation
169
5.6.4
Miscellaneous
170
5.6.5
Pepstatins
171
References
173
6
Nucleosides, Nucleotides, and Nucleic Acids
175
References
184
7
Polyketides
187
7.1
Biosynthesis
188
7.2
Fatty acids
190
7.2.1
Prostaglandins, thromboxanes, and leukotrienes
191
7.2.2
Sphingolipids
196
7.3
Polypropionates
200
7.3.1
Polyether antibiotics
200
7.3.2
Macrolides
201
7.3.3
Spiroketals
209
7.4
Aromatic polyketides
213
References
215
8
Terpenes
219
8.1
Terpenes
221
8.1.1
Monoterpenes
221
8.1.2
Sesquiterpenes
223
8.1.3
Diterpenes
228
8.1.4
Higher
terpenes
230
8.2
Carotenoids
234
Contents
vii
8.3
Steroids
235
8.3.1
Biosynthesis of steroids
240
8.3.2
Asymmetric synthesis of steroids
242
References
244
9
Shikimic Acid Derivatives
247
9.1
Case synthesis: Oseltamivir
251
References
254
10
Alkaloids
257
10.1
Heterocyclic alkaloids
258
10.1.1
Indole
alkaloids
259
10.1.2
Pyrrolidine and tropane alkaloids
270
10.1.3
Quinoline and isoquinoline alkaloids
273
10.1.4
Izidine alkaloids
279
10.2
Alkaloids with exocyclic nitrogen
282
10.3
Polyamine alkaloids
283
10.4
Peptide
alkaloids
283
10.5
Terpene
alkaloids
284
References
285
Index
289
ASYMMETRIC
SYNTHESIS
of Natural Products
SECOND EDITION
Ari
M.
P. Koskinen, Department of Chemistry, Aalto University,
School of Chemical Technology,
Espoo,
Finland
Natural product synthesis has played a key role in the development of many synthetic
methods and will continue to do so in the future. Many recent advances in such diverse
fields as immunology, cellular biology and materials science have been achieved through
the synthetic chemist s ability to construct often very complicated structures in one
enantiomeric form.
Asymmetric Synthesis of Natural Products,
2nd
Edition introduces students to this
rapidly growing field of organic chemistry. The initial chapters present the foundations
of asymmetric synthesis, including the theory and applications of individual asymmetric
reactions. This is followed by chapters on each of the major individual classes of natural
products; their structures, biosynthesis and interrelationships as well as examples of
asymmetric syntheses and the practical value of these compounds. Natural product classes
covered include carbohydrates,
amino
acids, peptides, proteins, nucleosides, nucleotides,
nucleic acids, polyketides, isoprenoids, shikimic acid derivatives and alkaloids.
For this second edition the text has been thoroughly updated and expanded, and includes
new discussions and examples covering atom and
redox
economies, practical aspects and
environmental awareness. Organocatalysis has emerged completely in the last ten years,
and has been fully integrated into this new edition.
Asymmetric Synthesis of Natural Products,
2nd
Edition will find a place on the bookshelves
of advanced undergraduates and postgraduates working in natural products chemistry,
organic synthesis, medicinal chemistry and drug discovery. It is also useful for practising
researchers who want to refresh their knowledge of the field.
ISBN
978-1-119-97669-1
WILEY
wiley.com
9 781119 976691
|
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| indexdate | 2024-07-10T00:24:02Z |
| institution | BVB |
| isbn | 9781119976691 9781119976684 |
| language | German |
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| spelling | Koskinen, Ari Verfasser aut Asymmetric synthesis of natural products Ari M. P. Koskinen 2. ed. Chichester Wiley 2012 Ill., XVI, 306 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier Asymétrie (Chimie) Produits naturels - Synthèse Asymmetry (Chemistry) Natural products Synthesis Asymmetrische Synthese (DE-588)4135603-2 gnd rswk-swf Naturstoff (DE-588)4041418-8 gnd rswk-swf Naturstoff (DE-588)4041418-8 s Asymmetrische Synthese (DE-588)4135603-2 s DE-604 Digitalisierung UB Bayreuth application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=025291889&sequence=000003&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis Digitalisierung UB Bayreuth application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=025291889&sequence=000004&line_number=0002&func_code=DB_RECORDS&service_type=MEDIA Klappentext |
| spellingShingle | Koskinen, Ari Asymmetric synthesis of natural products Asymétrie (Chimie) Produits naturels - Synthèse Asymmetry (Chemistry) Natural products Synthesis Asymmetrische Synthese (DE-588)4135603-2 gnd Naturstoff (DE-588)4041418-8 gnd |
| subject_GND | (DE-588)4135603-2 (DE-588)4041418-8 |
| title | Asymmetric synthesis of natural products |
| title_auth | Asymmetric synthesis of natural products |
| title_exact_search | Asymmetric synthesis of natural products |
| title_full | Asymmetric synthesis of natural products Ari M. P. Koskinen |
| title_fullStr | Asymmetric synthesis of natural products Ari M. P. Koskinen |
| title_full_unstemmed | Asymmetric synthesis of natural products Ari M. P. Koskinen |
| title_short | Asymmetric synthesis of natural products |
| title_sort | asymmetric synthesis of natural products |
| topic | Asymétrie (Chimie) Produits naturels - Synthèse Asymmetry (Chemistry) Natural products Synthesis Asymmetrische Synthese (DE-588)4135603-2 gnd Naturstoff (DE-588)4041418-8 gnd |
| topic_facet | Asymétrie (Chimie) Produits naturels - Synthèse Asymmetry (Chemistry) Natural products Synthesis Asymmetrische Synthese Naturstoff |
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