Heterocycles in natural product synthesis:
Saved in:
| Other Authors: | , |
|---|---|
| Format: | Book |
| Language: | English |
| Published: |
Weinheim
Wiley-VCH-Verl.
2011
|
| Subjects: | |
| Online Access: | Inhaltstext Inhaltsverzeichnis |
| Physical Description: | XX, 637 S. graph. Darst. |
| ISBN: | 9783527327065 |
Staff View
MARC
| LEADER | 00000nam a2200000 c 4500 | ||
|---|---|---|---|
| 001 | BV039132485 | ||
| 003 | DE-604 | ||
| 005 | 20120411 | ||
| 007 | t | ||
| 008 | 110712s2011 d||| |||| 00||| eng d | ||
| 015 | |a 11,N04 |2 dnb | ||
| 016 | 7 | |a 1009639870 |2 DE-101 | |
| 020 | |a 9783527327065 |c geb. : EUR 159.00 (DE) (freier Pr.) |9 978-3-527-32706-5 | ||
| 035 | |a (OCoLC)742004495 | ||
| 035 | |a (DE-599)DNB1009639870 | ||
| 040 | |a DE-604 |b ger |e rakddb | ||
| 041 | 0 | |a eng | |
| 049 | |a DE-11 |a DE-703 |a DE-91G |a DE-19 | ||
| 082 | 0 | |a 547.59 |2 22/ger | |
| 084 | |a VK 5500 |0 (DE-625)147401:253 |2 rvk | ||
| 084 | |a VK 7200 |0 (DE-625)147417:253 |2 rvk | ||
| 084 | |a VK 8500 |0 (DE-625)147535:253 |2 rvk | ||
| 084 | |a CHE 620f |2 stub | ||
| 084 | |a 540 |2 sdnb | ||
| 084 | |a CHE 670f |2 stub | ||
| 245 | 1 | 0 | |a Heterocycles in natural product synthesis |c ed. by Krishna C. Majumdar and Shital K. Chattopadhyay |
| 264 | 1 | |a Weinheim |b Wiley-VCH-Verl. |c 2011 | |
| 300 | |a XX, 637 S. |b graph. Darst. | ||
| 336 | |b txt |2 rdacontent | ||
| 337 | |b n |2 rdamedia | ||
| 338 | |b nc |2 rdacarrier | ||
| 650 | 0 | 7 | |a Heterocyclische Verbindungen |0 (DE-588)4159726-6 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Chemische Synthese |0 (DE-588)4133806-6 |2 gnd |9 rswk-swf |
| 650 | 0 | 7 | |a Naturstoff |0 (DE-588)4041418-8 |2 gnd |9 rswk-swf |
| 689 | 0 | 0 | |a Naturstoff |0 (DE-588)4041418-8 |D s |
| 689 | 0 | 1 | |a Chemische Synthese |0 (DE-588)4133806-6 |D s |
| 689 | 0 | 2 | |a Heterocyclische Verbindungen |0 (DE-588)4159726-6 |D s |
| 689 | 0 | |5 DE-604 | |
| 700 | 1 | |a Majumdar, Krishna Chandra |d 1945- |0 (DE-588)1013373936 |4 edt | |
| 700 | 1 | |a Chattopadhyay, Shital K. |4 edt | |
| 856 | 4 | 2 | |m X:MVB |q text/html |u http://deposit.dnb.de/cgi-bin/dokserv?id=3655691&prov=M&dok_var=1&dok_ext=htm |3 Inhaltstext |
| 856 | 4 | 2 | |m DNB Datenaustausch |q application/pdf |u http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024150774&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |3 Inhaltsverzeichnis |
| 943 | 1 | |a oai:aleph.bib-bvb.de:BVB01-024150774 | |
Record in the Search Index
| _version_ | 1805096389848334336 |
|---|---|
| adam_text |
IMAGE 1
CONTENTS
PREFACE XV LIST OF CONTRIBUTORS XVII
PART ONE STRAINED HETEROCYCLES IN THE SYNTHESIS OF NATURAL PRODUCTS 1
1 AZIRIDINES IN NATURAL PRODUCT SYNTHESIS 3 CANDICE BOTUHA, FABRICE
CHEMLA, FRANCK FERREIRA AND ALEJANDRO PEREZ-LUNA 1.1 INTRODUCTION 3
1.2 SYNTHESIS OF NATURAL PRODUCTS CONTAINING AZIRIDINE UNITS 3 1.2.1
SYNTHESIS OF AZIRIDINE-2,3-DICARBOXYLIC ACID 3 1.2.2 SYNTHESIS OF
(Z)-DYSIDAZIRINE 5 1.2.3 SYNTHESES OF MITOMYCINS 5 1.2.4 SYNTHESES OF
FR-900482 AND FR-66979 8 1.3 SYNTHESIS OF NATURAL PRODUCTS INVOLVING THE
TRANSFORMATION OF AN
AZIRIDINE MOIETY 10 1.3.1 NUDEOPHILIC RING-OPENING OF AZIRIDINES FOR
NATURAL PRODUCT SYNTHESIS 10 1.3.1.1 CARBON-CENTERED NUDEOPHILES 11
1.3.1.2 NITROGEN-CENTERED NUCLEOPHILES 15 1.3.1.3 OXYGEN-CENTERED
NUCLEOPHILES 18 1.3.1.4 HALOGEN NUCLEOPHILES 24 1.3.1.5 REDUCTIONS 25
1.3.2 CYCLOADDITION REACTIONS AND REARRANGEMENTS 25 1.3.2.1 AZIRIDINES
IN [3 + 2] CYCLOADDITIONS 26 1.3.2.2 AZIRIDINES IN [2,3]-WITTIG
REARRANGEMENTS 27 1.3.2.3 AZIRIDINES IN IODIDE-MEDIATED REARRANGEMENTS
27 1.3.2.4 AZIRIDINES IN MISCELLANEOUS REARRANGEMENTS 28 1.3.3 SYNTHESIS
OF NATURAL PRODUCTS INVOLVING THE TRANSFORMATION OF AN
AZIRIDINIUM MOIETY 31
BIBLIOGRAFISCHE INFORMATIONEN HTTP://D-NB.INFO/1009639870
DIGITALISIERT DURCH
IMAGE 2
VI CONTENTS
1.4 CONCLUSION 32
REFERENCES 33
2 AZETIDINE AND ITS DERIVATIVES 41
HIDEMI YODA, MASAKI TAKAHASHI AND TETSUYA SENGOKU 2.1 INTRODUCTION 41
2.2 STRUCTURAL DESCRIPTION OF AZETIDINES 41 2.3 SYNTHETIC METHODOLOGIES
FOR THE FORMATION OF AZETIDINE RINGS 43 2.4 SYNTHESIS OF MUGINEIC ACIDS
44 2.5 SYNTHESIS OF PENARESIDINS 46 2.6 STRUCTURAL DESCRIPTION OF
AZETIDIN-2-ONES 50 2.7 SYNTHETIC METHODOLOGIES FOR THE FORMATION OF
AZETIDIN-2-ONES 50 2.8 SYNTHESIS OF PENICILLIN 52 2.9 SYNTHESIS OF
CEPHALOSPORIN 54 2.10 CONCLUSION 56
ACKNOWLEDGMENT 56 REFERENCES 57
3 EPOXIDES AND OXETANES 63
BISWANATH DAS AND KONGARA DAMODAR 3.1 INTRODUCTION 63
3.2 EPOXIDES IN NATURAL PRODUCT SYNTHESIS 63 3.2.1 SYNTHESIS OF NATURAL
PRODUCTS POSSESSING AN EPOXIDE MOIETY 68 3.2.1.1 SYNTHESIS OF
(-)-POSTIDURE 68 3.2.1.2 SYNTHESIS OF NATURAL POLYETHERS 68 3.2.1.3
SYNTHESIS OF (+)-LL,12-EPOXYSARCOPHYTOL A 68
3.2.1.4 SYNTHESIS OF (-)-SCYPHOSTATINE 68 3.2.1.5 SYNTHESIS OF
ARENASTATIN A 70 3.2.1.6 SYNTHESIS OF (+)-AMBUIC ACID 70 3.2.1.7 TOTAL
SYNTHESIS OF EPOCARBAZOLIN A 71 3.2.1.8 SYNTHESIS OF MULTIPLOLIDE A 71
3.2.2 SYNTHESIS OF NATURAL PRODUCTS INVOLVING THE TRANSFORMATION
OF THE EPOXIDE MOIETY 71 3.2.2.1 SYNTHESIS OF DODONEINE 71 3.2.2.2
SYNTHESIS OF (-)-PERICOSIN B 73 3.2.2.3 SYNTHESIS OF (-)-PEUCEDANOL 73
3.2.2.4 SYNTHESIS OF (-H)-BOURGEANIC ACID 74 3.2.2.5 SYNTHESIS OF
(6S)-5,6-DIHYDRO-6([2R]-2-HYDROXY-6-PHENYLHEXYL)-2H-
PYRAN-2-ONE 74
3.2.2.6 SYNTHESIS OF VERBALACTONE 74 3.2.2.7 SYNTHESIS OF (2S,
3S)-(+)-AZIRIDINE-2,3-DICARBOXYLIC ACID 75 3.2.2.8 SYNTHESIS OF
D-ERYTFTRO-SPHINGOSINE 75
3.2.2.9 SYNTHESIS OF (+)-L-733,060 76 3.2.2.10 SYNTHESIS OF
(+)-CHELIDONINE 76 3.2.2.11 SYNTHESIS OF (-)-PIRONETIN 76
IMAGE 3
CONTENTS VII
3.2.2.12 SYNTHESIS OF (-)-CODONOPSININE 77
3.2.2.13 SYNTHESIS OF SESAMIN AND DIHYDROSESAMIN 77 3.2.2.14 SYNTHESIS
OF (9S, 12R, 13S)-PINELLIC ACID 78 3.2.2.15 SYNTHESIS OF (Z)-NONENOLIDE
78 3.2.2.16 SYNTHESIS OF (-)-CUBEBOL 79
3.2.2.17 SYNTHESIS OF (+)-SCHWEINFURTHINS B AND E 79 3.2.2.18 SYNTHESIS
OF (-)-CLEISTENOLIDE 80 3.2.2.19 SYNTHESIS OF DECARESTRICINE J 80
3.2.2.20 SYNTHESIS OF (-)-GLOEOSPORONE 82 3.2.2.21 SYNTHESIS OF
(S)-DIHYDROKAVAIN 82 3.2.2.22 SYNTHESIS OF (-)-PHOROCANTHOLIDE-J 83 3.3
OXETANE IN NATURAL PRODUCT SYNTHESIS 85 3.3.1 SYNTHESIS OF NATURAL
PRODUCTS POSSESSING AN OXETANE MOIETY 85 3.3.1.1 SYNTHESIS OF EPI-OXETIN
85 3.3.1.2 SYNTHESIS OF DIOXATRICYDIC SEGMENT OF DICTYOXETANE 86 3.3.1.3
SYNTHESIS OF (-)-MERRILACTONE A 86 3.3.1.4 TOTAL SYNTHESIS OF
(+)-(Z)-LAUREATIN 87 3.3.1.5 SYNTHESIS OF TAXOL 87 3.3.2 SYNTHESIS OF
NATURAL PRODUCTS INVOLVING TRANSFORMATION
OF THE OXETANE MOIETY 88 3.3.2.1 SYNTHESIS OF EROGORGIAENE 88 3.3.2.2
SYNTHESIS OF TRANS- WHISKEY LACTONE 88 3.3.2.3 SYNTHESIS OF
()-SARRACENIN 89 3.4 CONCLUSION 89
ACKNOWLEDGMENT 90 REFERENCES 90
PART TWO COMMON RING HETEROCYCLES IN NATURAL PRODUCT SYNTHESIS 97
4 FURAN AND ITS DERIVATIVES 99
ALICIA BOTO AND LAURA ALVAREZ 4.1 INTRODUCTION 99
4.2 NATURAL PRODUCTS CONTAINING THE FURAN RING 100 4.2.1 OCCURRENCE OF
FURAN RINGS IN NATURAL PRODUCTS 100 4.2.2 SYNTHESIS OF FURANS IN NATURAL
PRODUCTS 104 4.3 FURAN DERIVATIVES AS REAGENTS IN THE SYNTHESIS
OF NATURAL PRODUCTS 106 4.3.1 METALLATION 107
4.3.2 REDUCTION AND OXIDATION 111 4.3.3 FURAN DERIVATIVES AS
ELECTROPHILES AND NUCLEOPHILES 138 4.3.4 FURAN IN CYCLOADDITIONS 124
4.3.4.1 [2 + 1], [2 + 2] AND [3 + 2] CYCLOADDITIONS 124
4.3.4.2 DIELS-ALDER ([4 + 2] CYDOADDITIONS) 127
IMAGE 4
VIII CONTENTS
4.3.4.3 [4 + 3], [6 + 4], [8 + 2] AND [5 + 2] CYCLOADDITIONS 133
4.3.5 FURAN IN OTHER REACTIONS 136 4.3.6 OTHER USES OF FURAN IN
SYNTHESIS 138 4.4 SUMMARY 139
REFERENCES 140
5 PYRAN AND ITS DERIVATIVES 153
HIDETO MIYABE, OKIKO MIYATA AND TAKEAKI NAITO 5.1 INTRODUCTION 153
5.2 APPLICATION OF PYRAN MOIETIES IN THE SYNTHESIS OF NATURAL PRODUCTS
158 5.2.1 2,6-DISUBSTITUTED PYRAN NATURAL PRODUCTS 158 5.2.2 2,6-CYCLIC
PYRAN COMPOUNDS 161 5.2.3 COMPLEX PYRAN NATURAL PRODUCTS 265 5.2.4 FUSED
PYRAN COMPOUNDS WITH AROMATIC RINGS 168 5.2.5 FUSED PYRAN COMPOUNDS WITH
ALIPHATIC RINGS 171 5.3 CONCLUSION 176
REFERENCES 176
6 PYRROLE AND ITS DERIVATIVES 287
DIPAKRANJAN MAI, BRATEEN SHOME AND BIDYUT KUMAR DINDA 6.1 INTRODUCTION
187
6.2 SYNTHESIS OF PYRROLE NATURAL PRODUCTS 193 6.2.1 MONOPYRROLIC NATURAL
PRODUCTS 193 6.2.2 DIPYRROLIC NATURAL PRODUCTS 203 6.2.3 TRIPYRROLIC
NATURAL PRODUCTS: PRODIGIOSINS 205 6.3 SYNTHESIS OF NON-PYRROLE NATURAL
PRODUCTS FROM
PYRROLE DERIVATIVES 209 6.4 CONCLUSION 214
ACKNOWLEDGMENTS 214 REFERENCES 225
7 INDOLES AND INDOLIZIDINES 221
SARAH M. BRONNER, C.-YOONJ. IM AND NEIL K. CARG 7.1 INTRODUCTION 221
7.2 APPLICATIONS OF INDOLES AND INDOLIZIDINES IN THE SYNTHESIS OF
NATURAL PRODUCTS 222 7.2.1 INDOLES AND OXINDOLES 222 7.2.1.1 TOTAL
SYNTHESIS OF ACTINOPHYLLIC ACID (OVERMAN) 222 7.2.1.2 TOTAL SYNTHESIS OF
DRAGMACIDIN F (STOLTZ) 226 7.2.1.3 TOTAL SYNTHESIS OF PENITREM D (SMITH)
230
7.2.1.4 TOTAL SYNTHESIS OF WELWITINDOLINONE A ISONITRILE (BARAN, WOOD)
232 7.2.2 INDOLINES 237 7.2.2.1 TOTAL SYNTHESIS OF
LL.LL'-DIDEOXYVERTICILLIN A (MOVASSAGHI) 237
IMAGE 5
CONTENTS IX
7.2.2.2 TOTAL SYNTHESIS OF MINFIENSINE (OVERMAN, QIN, MACMILLAN) 240
7.2.2.3 TOTAL SYNTHESIS OF NORFLUOROCURARINE (VANDERWAL) 245 7.2.2.4
TOTAL SYNTHESIS OF PSYCHOTRIMINE (BARAN) 247 7.2.3 INDOLIZIDINES 249
7.2.3.1 TOTAL SYNTHESIS OF MYRMICARINS 215A, 215B AND 217 (MOVASSAGHI)
249 7.2.3.2 TOTAL SYNTHESIS OF SERRATEZOMINE A (JOHNSTON) 252 7.3
CONCLUSION 254
ACKNOWLEDGMENT 254 REFERENCES 254
8 PYRIDINE AND ITS DERIVATIVES 267
PAULA KIURU ANDJARI YLI-KAUHALUOMA 8.1 INTRODUCTION 267
8.2 APPLICATION OF THE PYRIDINE MOIETY IN THE SYNTHESIS OF NATURAL
PRODUCTS 268 8.2.1 PYRIDINES 268
8.2.1.1 SYNTHESIS OF NORANABASAMINE ENANTIOMERS 268 8.2.1.2 SYNTHESIS OF
QUATERPYRIDINE NEMERTELLINE 268 8.2.1.3 SYNTHESIS OF CAERULOMYCIN C 276
8.2.1.4 SYNTHESIS OF THE SPONGIDINE ISOMER 277 8.2.2 2-ALKYLPYRIDINES
278 8.2.2.1 SYNTHESIS OF MONTIPYRIDINE 278 8.2.2.2 SYNTHESIS OF
PIERIDDIN AL 278 8.2.3 3-ALKYLPYRIDINE, 3-ALKYLPYRIDINIUM AND
3-ALKYLTETRAHYDROPYRIDINE
COMPOUNDS 281
8.2.3.1 SYNTHESIS OF XESTAMINES 281 8.2.3.2 SYNTHESIS OF PYRINADINE A
282 8.2.3.3 SYNTHESIS OF PYRINODEMIN A 282 8.2.3.4 SYNTHESIS OF
HALIDAMINE A 284 8.2.4 PIPERIDINES 285
8.2.4.1 SYNTHESIS OF CONIINE AND PIPECOLINE 285 8.2.4.2 SYNTHESIS OF
STENUSINE 286 8.2.5 PYRIDONES 287
8.2.5.1 SYNTHESIS OF ()-CYTISINE 287 8.2.5.2 SYNTHESIS OF IROMYCIN A
288 8.3 CONCLUSION 289
ACKNOWLEDGMENT 289 REFERENCES 290
9 QUINOLINES AND ISOQUINOLINES 299 ANTONIO CARRIDO MONTALBAN 9.1
INTRODUCTION 299
9.2 APPLICATION OF QUINOLINES AND ISOQUINOLINES IN THE SYNTHESIS OF
NATURAL PRODUCTS 300
IMAGE 6
X CONTENTS
9.2.1 QUINOLINE-CONTAINING NATURAL PRODUCTS 308
9.2.1.1 QUININE 308 9.2.1.2 SANDRAMYCIN 311 9.2.1.3 LAVENDAMYCIN 313
9.2.2 ISOQUINOLINE-CONTAINING NATURAL PRODUCTS 317 9.2.2.1 MORPHINE 317
9.2.2.2 EMETINE 320 9.2.2.3 PROTOBERBERINES 326 9.2.2.4 NITIDINE 331 9.3
CONDUSION 332
REFERENCES 332
10 CARBAZOLES AND ACRIDINES 341 KONSTANZE K. GRUENER AND HANS-JOACHIM
KNB'IKER 10.1 INTRODUCTION TO CARBAZOLES 341 10.2 TOTAL SYNTHESIS OF
CARBAZOLE ALKALOIDS 341
10.2.1 PALLADIUM-CATALYZED SYNTHESIS OF CARBAZOLES 350 10.2.1.1 TOTAL
SYNTHESIS OF PITYRIAZOLE 350 10.2.1.2 TOTAL SYNTHESIS OF EUCHRESTIFOLINE
AND GIRINIMBINE 351 10.2.2 IRON-MEDIATED SYNTHESIS OF CARBAZOLES 353
10.2.2.1 TOTAL SYNTHESES OF THE ANTIOSTATINS 353 10.2.2.2 TOTAL
SYNTHESIS OF R-(-)-NEOCARAZOSTATIN B AND CARQUINOSTATIN A 355 10.2.3
TOTAL SYNTHESES OF ELLIPTICINE AND STAUROSPORINONE 356
10.2.3.1 SYNTHESIS OF ELLIPTICINE 356 10.2.3.2 SYNTHESIS OF
STAUROSPORINONE 357 10.3 INTRODUCTION TO ACRIDINES 358 10.4 SYNTHESIS OF
ACRIDINES AND ACRIDONES 361
10.4.1 TOTAL SYNTHESIS OF ACRONYCINE 361 10.4.2 SYNTHESIS OF AMSACRINE
362 10.4.3 TOTAL SYNTHESES OF AMPHIMEDINE 362 REFERENCES 364
11 THIOPHENE AND OTHER SULFUR HETEROCYCLES 377 KRISHNA C. MAJUMDAR AND
SHOVAN MONDAI 11.1 INTRODUCTION 377 11.2 SYNTHESIS OF NATURAL PRODUCTS
CONTAINING THIOPHENE 378 11.2.1 SYNTHESIS OF NATURAL PRODUCTS FROM
THIOPHENE-BASED SUBSTRATES 378 11.2.2 SYNTHESIS OF NATURAL PRODUCTS BY
CONSTRUCTION OF THE THIOPHENE NUCLEUS 386 11.3 SYNTHESIS OF NATURAL
PRODUCTS CONTAINING OTHER
SULFUR HETEROCYCLES 393 11.4 CONCLUSION 395 ACKNOWLEDGMENTS 396
REFERENCES 397
IMAGE 7
CONTENTS XI
12 OXAZOLE AND ITS DERIVATIVES 403
DAVID W. KNIGHT
12.1 INTRODUCTION 403
12.2 MONO-OXAZOLES 404 12.2.1 PIMPRININ 404 12.2.2 TEXAMINE AND
RELATIVES 405 12.2.3 SYNTHESIS OF SULFOMYCIN FRAGMENTS 406 12.2.4
AJUDAZOL A AND B 408 12.2.5 RHIZOXIN 409 12.2.6 THE CALYCULINS 410
12.2.7 LEUCASCANDROLIDE A, B AND NEOPELTOLIDE 413 12.2.8 CHIVOSAZOLE 416
12.2.9 MADUMYCIN II 416 12.2.10 14,15-ANHYDROPRISTINAMYCIN II B 428
12.2.11 GRISEOVIRIDIN 428 12.2.12 THIANGAZOLE 419 12.3 UNCONNECTED BIS-
AND TRIS-OXAZOLES 420 12.3.1 DISORAZOLEQ 420 12.3.2 PHORBOXAZOLES 422
12.3.3 LEUCAMIDE A 424 12.3.4 PROMOTHIOCIN A 425 12.3.5 BERNINAMYCIN A
425 12.4 CYDIC POLYHETEROCYDIC METABOLITES CONTAINING SINGLE
OXAZOLE RESIDUES 426 12.4.1 DENDROAMIDE A 426 12.4.2 NOSTOCYDAMIDE 427
12.4.3 BISTRATAMIDES 428 12.4.4 TENUECYCLAMIDES A-D 428 12.4.5
DOLASTATIN I 429 12.5 CONJUGATED BIS-OXAZOLES 429 12.5.1 (-)-HENNOXAZOLE
A 429
12.5.2 MUSCORIDE A 432 12.5.3 DIAZONAMIDE A 433 12.5.4 BENGAZOLE A 437
12.5.5 SIPHONAZOLE 439 12.6 TRIS- AND POLY-OXAZOLES 440 12.6.1
ULAPUALIDE A 440 12.6.2 (R)-TELOMESTATIN 443 12.6.3 IB-01211 445
12.6.4 YM-216391 445 REFERENCES 446
13 THIAZOLINE AND THIAZOLE AND THEIR DERIVATIVES 459 ZHENGSHUANG XU AND
TAO YE 13.1 INTRODUCTION 459
IMAGE 8
XII I CONTENTS
13.2 GENERAL METHODS FOR THE SYNTHESIS OF THIAZOLINE AND
THIAZOLE DERIVATIVES 460 13.2.1 METHODS FOR THE PREPARATION OF
THIAZOLINES 460 13.2.1.1 USING VICINAL AMINO THIOLS AS STARTING
MATERIALS 461 13.2.1.2 FROM VICINAL AMINO ALCOHOL 468 13.2.1.3
MISCELLANEOUS 473 13.2.2 METHODS FOR PREPARATION OF THIAZOLES 474
13.2.2.1 DEHYDROGENATION OF THIAZOLINES OR THIAZOLIDINES 474 13.2.2.2
THE HANTZSCH METHOD AND ITS MODIFICATIONS 479 13.2.2.3 ALKYLATION OF
THIAZOLE OR THIAZOLE DERIVATIVES 483 13.2.2.4 MISCELLANEOUS 483 13.3
THIAZOLE AND THIAZOLINE-CONTAINING NATURAL
PRODUCTS 485
13.3.1 THIAZOLINE AND THIAZOLE EMBEDDED IN POLYKETIDES 485 13.3.2
THIAZOLINE AND THIAZOLE EMBEDDED IN PEPTIDES 491 13.4 CONCLUSIONS 494
REFERENCES 494
14 PYRIMIDINE AND IMIDAZOLE 507 VIPAN KUMAR AND MOHINDER P. MAHAJAN 14.1
GENERAL INTRODUCTION 507 14.2 PYRIMIDINE-BASED NATURAL PRODUCTS 507
14.2.1 INTRODUCTION 507
14.2.2 SYNTHESIS OF PYRIMIDINE-BASED NATURAL PRODUCTS 508 14.3
IMIDAZOLE-BASED NATURAL PRODUCTS 518 14.3.1 INTRODUCTION 518 14.3.2
SYNTHESIS OF IMIDAZOLE-BASED NATURAL PRODUCTS 520 14.4 CONCLUSION 527
ACKNOWLEDGMENT 528 REFERENCES 529
PART THREE NATURAL PRODUCTS CONTAINING MEDIUM AND LARGE RING- SIZED
HETEROCYDIC SYSTEMS 535
15 OXEPINES AND AZEPINES 537
DARREN L. RILEY AND WILLEM A.L. VAN OTTERLO 15.1 INTRODUCTION 537 15.2
SYNTHESIS OF THE HETEROCYDIC CORE OF SELECTED NATURAL PRODUCTS
CONTAINING OXEPINES 538 15.3 SYNTHESIS OF THE HETEROCYDIC CORE OF
SELECTED NATURAL PRODUCTS
CONTAINING AZEPINES 549 15.4 SYNTHESIS OF THE HETEROCYDIC CORE OF
SELECTED NATURAL PRODUCTS CONTAINING OXAZAPINES 559 15.5 CONCLUSION 561
IMAGE 9
CONTENTS I XIII
ACKNOWLEDGMENTS 562
REFERENCES 562
16 BIOACTIVE MACROCYCLIC NATURAL PRODUCTS 569 SITI MARIAM MOHD NOR,
ZHENGSHUANG XU AND TOO YE 16.1 GENERAL 569
16.2 NATURAL PRODUCTS CONTAINING AZOLES 569 16.2.1 APRATOXIN A 569
16.2.2 HALIPEPTINS A AND D 572 16.2.3 LARGAZOLE 573 16.2.4 BISTRATAMIDE
H AND DIDMOLAMIDE A 575 16.2.5 IB-01211 576 16.2.6 (R)-TELOMESTATIN 578
16.3 PYRIDINE- AND PIPERIDINE-CONTAINING NATURAL PRODUCTS 581 16.3.1
MICROCOCCIN PI 581 16.3.2 GE2270S 584 16.4 INDOLE- AND
IMIDAZOLE-CONTAINING NATURAL PRODUCTS 587
16.4.1 CELOGENTIN C 587 16.4.2 COMPLESTATIN (CHLOROPEPTIN II) 589 16.5
PYRAN- AND FURAN-CONTAINING NATURAL PRODUCTS 590 16.5.1 PHORBOXAZOLE B
590 16.5.2 SORANGICIN A 592 16.5.3 KENDOMYCIN 594 16.5.4 BRYOSTATIN 16
597 16.5.5 IKD-8344 598 16.5.6 DEOXYPUKALIDE 599 16.5.7 NORHALICHONDRIN
B 601
16.6 PIPERAZIC ACID-CONTAINING NATURAL PRODUCTS 605 16.6.1 PIPERAZIMYCIN
A 605 16.6.2 AZINOTHRICIN AND KETTAPEPTIN 607 16.7 MIXED HETEROCYDIC
SYSTEMS 608 16.7.1 (-)-NAKADOMARIN A 608 16.8 CONCLUSIONS 610
REFERENCES 611
INDEX 622 |
| any_adam_object | 1 |
| author2 | Majumdar, Krishna Chandra 1945- Chattopadhyay, Shital K. |
| author2_role | edt edt |
| author2_variant | k c m kc kcm s k c sk skc |
| author_GND | (DE-588)1013373936 |
| author_facet | Majumdar, Krishna Chandra 1945- Chattopadhyay, Shital K. |
| building | Verbundindex |
| bvnumber | BV039132485 |
| classification_rvk | VK 5500 VK 7200 VK 8500 |
| classification_tum | CHE 620f CHE 670f |
| ctrlnum | (OCoLC)742004495 (DE-599)DNB1009639870 |
| dewey-full | 547.59 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547.59 |
| dewey-search | 547.59 |
| dewey-sort | 3547.59 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie Chemie |
| format | Book |
| fullrecord | <?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>00000nam a2200000 c 4500</leader><controlfield tag="001">BV039132485</controlfield><controlfield tag="003">DE-604</controlfield><controlfield tag="005">20120411</controlfield><controlfield tag="007">t</controlfield><controlfield tag="008">110712s2011 d||| |||| 00||| eng d</controlfield><datafield tag="015" ind1=" " ind2=" "><subfield code="a">11,N04</subfield><subfield code="2">dnb</subfield></datafield><datafield tag="016" ind1="7" ind2=" "><subfield code="a">1009639870</subfield><subfield code="2">DE-101</subfield></datafield><datafield tag="020" ind1=" " ind2=" "><subfield code="a">9783527327065</subfield><subfield code="c">geb. : EUR 159.00 (DE) (freier Pr.)</subfield><subfield code="9">978-3-527-32706-5</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(OCoLC)742004495</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)DNB1009639870</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-604</subfield><subfield code="b">ger</subfield><subfield code="e">rakddb</subfield></datafield><datafield tag="041" ind1="0" ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="049" ind1=" " ind2=" "><subfield code="a">DE-11</subfield><subfield code="a">DE-703</subfield><subfield code="a">DE-91G</subfield><subfield code="a">DE-19</subfield></datafield><datafield tag="082" ind1="0" ind2=" "><subfield code="a">547.59</subfield><subfield code="2">22/ger</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">VK 5500</subfield><subfield code="0">(DE-625)147401:253</subfield><subfield code="2">rvk</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">VK 7200</subfield><subfield code="0">(DE-625)147417:253</subfield><subfield code="2">rvk</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">VK 8500</subfield><subfield code="0">(DE-625)147535:253</subfield><subfield code="2">rvk</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">CHE 620f</subfield><subfield code="2">stub</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">540</subfield><subfield code="2">sdnb</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">CHE 670f</subfield><subfield code="2">stub</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Heterocycles in natural product synthesis</subfield><subfield code="c">ed. by Krishna C. Majumdar and Shital K. Chattopadhyay</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="a">Weinheim</subfield><subfield code="b">Wiley-VCH-Verl.</subfield><subfield code="c">2011</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="a">XX, 637 S.</subfield><subfield code="b">graph. Darst.</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="b">n</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="b">nc</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Heterocyclische Verbindungen</subfield><subfield code="0">(DE-588)4159726-6</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Chemische Synthese</subfield><subfield code="0">(DE-588)4133806-6</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="650" ind1="0" ind2="7"><subfield code="a">Naturstoff</subfield><subfield code="0">(DE-588)4041418-8</subfield><subfield code="2">gnd</subfield><subfield code="9">rswk-swf</subfield></datafield><datafield tag="689" ind1="0" ind2="0"><subfield code="a">Naturstoff</subfield><subfield code="0">(DE-588)4041418-8</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2="1"><subfield code="a">Chemische Synthese</subfield><subfield code="0">(DE-588)4133806-6</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2="2"><subfield code="a">Heterocyclische Verbindungen</subfield><subfield code="0">(DE-588)4159726-6</subfield><subfield code="D">s</subfield></datafield><datafield tag="689" ind1="0" ind2=" "><subfield code="5">DE-604</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Majumdar, Krishna Chandra</subfield><subfield code="d">1945-</subfield><subfield code="0">(DE-588)1013373936</subfield><subfield code="4">edt</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Chattopadhyay, Shital K.</subfield><subfield code="4">edt</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="m">X:MVB</subfield><subfield code="q">text/html</subfield><subfield code="u">http://deposit.dnb.de/cgi-bin/dokserv?id=3655691&prov=M&dok_var=1&dok_ext=htm</subfield><subfield code="3">Inhaltstext</subfield></datafield><datafield tag="856" ind1="4" ind2="2"><subfield code="m">DNB Datenaustausch</subfield><subfield code="q">application/pdf</subfield><subfield code="u">http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024150774&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA</subfield><subfield code="3">Inhaltsverzeichnis</subfield></datafield><datafield tag="943" ind1="1" ind2=" "><subfield code="a">oai:aleph.bib-bvb.de:BVB01-024150774</subfield></datafield></record></collection> |
| id | DE-604.BV039132485 |
| illustrated | Illustrated |
| indexdate | 2024-07-20T11:14:24Z |
| institution | BVB |
| isbn | 9783527327065 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-024150774 |
| oclc_num | 742004495 |
| open_access_boolean | |
| owner | DE-11 DE-703 DE-91G DE-BY-TUM DE-19 DE-BY-UBM |
| owner_facet | DE-11 DE-703 DE-91G DE-BY-TUM DE-19 DE-BY-UBM |
| physical | XX, 637 S. graph. Darst. |
| publishDate | 2011 |
| publishDateSearch | 2011 |
| publishDateSort | 2011 |
| publisher | Wiley-VCH-Verl. |
| record_format | marc |
| spelling | Heterocycles in natural product synthesis ed. by Krishna C. Majumdar and Shital K. Chattopadhyay Weinheim Wiley-VCH-Verl. 2011 XX, 637 S. graph. Darst. txt rdacontent n rdamedia nc rdacarrier Heterocyclische Verbindungen (DE-588)4159726-6 gnd rswk-swf Chemische Synthese (DE-588)4133806-6 gnd rswk-swf Naturstoff (DE-588)4041418-8 gnd rswk-swf Naturstoff (DE-588)4041418-8 s Chemische Synthese (DE-588)4133806-6 s Heterocyclische Verbindungen (DE-588)4159726-6 s DE-604 Majumdar, Krishna Chandra 1945- (DE-588)1013373936 edt Chattopadhyay, Shital K. edt X:MVB text/html http://deposit.dnb.de/cgi-bin/dokserv?id=3655691&prov=M&dok_var=1&dok_ext=htm Inhaltstext DNB Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=024150774&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Heterocycles in natural product synthesis Heterocyclische Verbindungen (DE-588)4159726-6 gnd Chemische Synthese (DE-588)4133806-6 gnd Naturstoff (DE-588)4041418-8 gnd |
| subject_GND | (DE-588)4159726-6 (DE-588)4133806-6 (DE-588)4041418-8 |
| title | Heterocycles in natural product synthesis |
| title_auth | Heterocycles in natural product synthesis |
| title_exact_search | Heterocycles in natural product synthesis |
| title_full | Heterocycles in natural product synthesis ed. by Krishna C. Majumdar and Shital K. Chattopadhyay |
| title_fullStr | Heterocycles in natural product synthesis ed. by Krishna C. Majumdar and Shital K. Chattopadhyay |
| title_full_unstemmed | Heterocycles in natural product synthesis ed. by Krishna C. Majumdar and Shital K. Chattopadhyay |
| title_short | Heterocycles in natural product synthesis |
| title_sort | heterocycles in natural product synthesis |
| topic | Heterocyclische Verbindungen (DE-588)4159726-6 gnd Chemische Synthese (DE-588)4133806-6 gnd Naturstoff (DE-588)4041418-8 gnd |
| topic_facet | Heterocyclische Verbindungen Chemische Synthese Naturstoff |
| url | http://deposit.dnb.de/cgi-bin/dokserv?id=3655691&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=024150774&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT majumdarkrishnachandra heterocyclesinnaturalproductsynthesis AT chattopadhyayshitalk heterocyclesinnaturalproductsynthesis |