Modern carbonyl chemistry:
Gespeichert in:
| Format: | Buch |
|---|---|
| Sprache: | English |
| Veröffentlicht: |
Weinheim [u.a.]
Wiley-VCH
2000
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| Online-Zugang: | Inhaltsverzeichnis |
| Beschreibung: | XIX, 613 S. Ill., graph. Darst. |
| ISBN: | 3527298711 |
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| 245 | 1 | 0 | |a Modern carbonyl chemistry |c ed. by Junzo Otera |
| 264 | 1 | |a Weinheim [u.a.] |b Wiley-VCH |c 2000 | |
| 300 | |a XIX, 613 S. |b Ill., graph. Darst. | ||
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Datensatz im Suchindex
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| adam_text | MODERN CARBONYL CHEMISTRY EDITED BY JUNZO OTERA WILEY-VCH WEINHEIM *
NEW YORK * CHICHESTER * BRISBANE * SINGAPORE * TORONTO I CONTENTS 1
CARBONYL-LEWIS ACID COMPLEXES 1 TAKASHI OOI AND KEIJI MARUOKA 1.1
INTRODUCTION 1 1.2 THEORETICAL STUDY OF CARBONYL-LEWIS ACID COMPLEXES 3
1.3 NMR STUDY OF CARBONYL-LEWIS ACID COMPLEXES 7 1.4 X-RAY
CRYSTALLOGRAPHIC STUDY OF CARBONYL-LEWIS ACID COMPLEXES 12 1.5
CARBONYL-LEWIS ACID CHELATION COMPLEXES 15 1.5.1 WITH TRANSITION METAL
ELEMENTS 15 1.5.2 WITH MAIN-GROUP METAL ELEMENTS 18 1.6
CARBONYL-BIDENATE LEWIS ACID COMPLEXES 22 1.6.1 BASIC STUDY 22 1.6.2
SYNTHETIC ASPECT 27 REFERENCES 30 2 CARBONYL RECOGNITION 33 SUSUMU SAITO
AND HISASHI YAMAMOTO 2.1 GENERAL SCOPE 33 2.2 RECOGNITION OF CARBONYL
SUBSTRATE WITH BULKY LEWIS ACID 37 2.2.1 DESIGN, PREPARATION AND
AVAILABILITY OF BULKY ALUMINUM REAGENT 37 2.2.2 SELECTIVE COORDINATION
WITH CARBONYL OXYGEN 38 2.3 CHEMOSELECTIVE FUNCTIONALIZATION OF
DIFFERENT CARBONYL GROUP 42 2.3.1 ALDEHYDE VS KETONE 43 2.3.2 KETONE VS
KETONE 47 2.3.2.1 SATURATED VS SATURATED 47 2.3.2.2 SATURATED VS
CONJUGATED 49 2.3.3 ALDEHYDE VS ALDEHYDE 51 2.3.3.1 SATURATED VS
SATURATED 51 2.3.3.2 SATURATED VS CONJUGATED 53 2.3.3.3 CONJUGATED VS
NONCONJUGATED 55 2.3.4 ALDEHYDE VS ACETAL 55 2.3.5 ALDEHYDE VS ALDIMINE
58 2.3.6 ESTER VS ESTER 61 2.4 CARBONYL RECOGNITION IN ASYMMETRIE
SYNTHESIS 62 2.5 CLOSING REMARKS 65 REFERENCES 65 VIII CONTENTS 3
PINACOL COUPLING 69 GREGORY C. FU 3.1 INTRODUCTION 69 3.2 BACKGROUND 69
3.3 APPLICATIONS OF THE PINACOL COUPLING REACTION IN THE TOTAL SYNTHESIS
OF NATURAL PRODUCTS 70 SUMMARY 74 3.4 NEW FAMILIES OF REAGENTS FOR THE
PINACOL COUPLING REACTION 75 SUMMARY 80 3.5 NEW CATALYTIC PROTOCOLS FOR
THE PINACOL COUPLING REACTION 80 SUMMARY 88 3.6 CONCLUSIONS 89
REFERENCES 89 4 MODERN FREE RADICAL METHODS FOR THE SYNTHESIS OF
CARBONYL COMPOUNDS 93 ILHYONG RYU AND MITSUO KOMATSU 4.1 INTRODUCTION 93
4.2 SYNTHESIS OF ALDEHYDES 94 4.2.1 RADICAL REDUCTION OF RCOX 94 4.2.2
RADICAL FORMYLATION AND HYDROXYMETHYLATION WITH CO 95 4.2.3 RADICAL
FORMYLATION OF RX WITH A SULFONYL OXIME ETHER 101 4.3 SYNTHESIS OF
KETONES 103 4.3.1 INDIRECT APPROACHES BY CYCLIZATION ONTO CC, CN, AND
CHO 103 4.3.2 CARBONYL ADDITION/ELIMINATION APPROACH 106 4.3.3 RADICAL
ADDITION OF RCHO, ACOX AND RELATED COMPOUNDS TO ALKENES 107 4.3.4
RADICAL CARBONYLATION WITH CO INCORPORATING MULTI-COMPONENTS 111 4.3.5
RADICAL ACYLATION WITH SULFONYL OXIME ETHERS 115 4.3.6 ACYL RADICAL
CYCLIZATION APPROACHES 116 4.4 SYNTHESIS OF CARBOXYLIC ACIDS AND THEIR
DERIVATIVES BY RADICAL REACTIONS 117 4.4.1 RADICAL CARBOXYLATION WITH C0
2 118 4.4.2 ATOM TRANSFER CARBONYLATION WITH CO 118 4.4.3 GROUP TRANSFER
CARBONYLATION WITH CO 119 4.4.4 OXIDATIVE CARBOXYLATION WITH CO 120
4.4.5 RADICAL CARBOXYLATION WITH METHYL OXALYL CHLORIDE 120 4.5
SYNTHESIS OF HETEROCYCLIC COMPOUNDS CONTAINING A CARBONYL MOIETY BY
RADICAL CARBONYLATIONS 122 4.5.1 LACTONES 123 4.5.2 LACTAMS 123 4.5.3
THIOLACTONES 126 REFERENCES 126 CONTENTS IX 5 ACYLLITHIUM 131 SHINJI
MURAI AND KEIJI IWAMOTO 5.1 INTRODUCTION 131 5.2 METHOD OF GENERATION OF
ACYLLITHIUM 132 5.3 INTERMOLECULAR INTERCEPTION OF ACYLLITHIUM 134 5.4
INTRAMOLECULAR CONVERSION OF ACYLLITHIUM 137 5.4.1 GENERAL 137 5.4.2
REARRANGEMENT 137 5.4.3 CYCLIZATION 139 5.4.4 /^-ELIMINATION 142 5.5
REACTIONS OF ACYL ANIONS WITH VARIOUS METALS 144 5.5.1 REACTIONS WITH MG
144 5.5.2 ACYLSODIUM 145 5.5.3 ACYLCUPRATE 145 5.5.4 RELATED REACTIONS
INVOLVING OTHER METALS 146 5.6 STRUCTURE OF ACYLLITHIUM 149 5.7
CARBAMOYLLITHIUM 150 5.8 CONCLUSION 151 REFERENCES 151 6 RC-FACIAL
SELECTIVITY IN REACTION OF CARBONYLS: A COMPUTATIONAL APPROACH 155 JAMES
M. COXON AND RICHARD T. LUIBRAND 6.1 INTRODUCTION 155 6.2 REDUCTION IN
ACYCLIC SYSTEMS 156 6.3 REDUCTION OF CYCLOHEXANONES 159 6.4 MECHANISM OF
CARBONYL REDUCTION WITH A1H 3 166 6.5 REDUCTION OF CYCLOHEXANONE WITH
A1H 3 169 6.6 REDUCTION OF ADAMANTANONE WITH A1H 3 171 6.7 CALCULATIONS
ON THE REDUCTION OF 5-SUBSTITUTED ADAMANTANONES WITH A1H 3 176
REFERENCES 182 7 ENGINEERED ASYMMETRIE CATALYSIS 185 KOICHI MIKAMI 7.1
INTRODUCTION 185 7.2 POSITIVE NON-LINEAR EFFECT OF NON-RACEMIC
CATALYSTS 186 7.3 AUTO-CATALYSIS 193 7.4 ASYMMETRIE DEACTIVATION OF
RACEMIC CATALYSTS 196 7.5 ASYMMETRIE ACTIVATION OF RACEMIC CATALYSTS
198 7.6 ASYMMETRIE ACTIVATION OF PRO-ATROPISOMERIC CATALYSTS 208 7.7
HIGH-THROUGHPUT SCREENING OF CHIRAL LIGANDS AND ACTIVATORS 213 7.8 SMART
SELF-ASSEMBLY INTO THE MOST ENANTIOSELECTIVE ACTIVATED CATALYST 216
REFERENCES 220 X CONTENTS 8 ALDOL REACTION: METHODOLOGY AND
STEREOCHEMISTRY 22 7 ERICK M. CARREIRA 8.1 INTRODUCTION 227 8.2
DIASTEREOSELECTIVE ALDOL ADDITION REACTIONS 228 8.2.1 ACETATE ALDOL
ADDITIONS 228 8.2.2 ANTT -SELECTIVE ALDOL ADDITIONS 229 8.2.3
SY-SELECTIVE ALDOL ADDITIONS 231 8.2.4 ENOL SILANES 232 8.2.5 TANDEM
REACTIONS 233 8.2.6 SUBSTRATE-CONTROLLED ALDOL ADDITIONS 234 8.3
ENANTIOSELECTIVE CATALYSIS 235 8.3.1 LEWIS ACIDS 235 8.3.2 METALLO
ENOLATES 243 8.4 CONCLUSION 246 REFERENCES 247 9 STEREOSELECTIVE ALDOL
REACTIONS IN THE SYNTHESIS OF POLYKETIDE NATURAL PRODUCTS 249 IAN
PATERSON, CAMERON J. COWDEN AND DEBRA J. WALLACE 9.1 INTRODUCTION 249
9.2 STEREOCHEMICAL CONTROL ELEMENTS IN ASYMMETRIE ALDOL REACTIONS 249
9.2.1 SUBSTRATE-CONTROLLED ALDOL REACTIONS 250 9.2.1.1 STEREOINDUCTION
FROM A CHIRAL ALDEHYDE 250 9.2.1.2 STEREOINDUCTION FROM A CHIRAL KETONE
252 9.2.2 AUXILIARY-CONTROLLED ALDOL REACTIONS 256 9.2.3
REAGENT-CONTROLLED ALDOL REACTIONS 258 9.2.3.1 STEREOINDUCTION FROM
CHIRAL LIGANDS ON THE ENOLATE METAL 258 9.2.3.2 STEREOINDUCTION FROM A
CHIRAL LEWIS AEID 260 9.3 APPLICATIONS OF STEREOSELECTIVE ALDOL
REACTIONS TO THE SYNTHESIS OF POLYKETIDE NATURAL PRODUCTS 262 REFERENCES
294 10 AUYLATION OF CARBONYLS: METHODOLOGY AND STEREOCHEMISTRY 299 SCOTT
E. DENMARK AND NEIL G. ALMSTEAD 10.1 INTRODUCTION 299 10.1.1 ALLYMETAL
ADDITIONS TO ALDEHYDES AND KETONES 299 10.1.2 DEFINITION OF
STEREOCHEMICAL ISSUES AND NOMENCLATURE 300 10.1.3 ORGANIZATION OF
CHAPTER AND LOGIC OF PRESENTATION 301 10.2 ALLYLIC SILICON REAGENTS 302
10.2.1 ALLYLIC TRIALKYLSILANES 302 10.2.1.1 MECHANISM OF ADDITION 303
10.2.1.2 STEREOCHEMICAL COURSE OF ADDITION 310 RELATIVE STEREOSELECTION
310 INTERNAL STEREOSELECTION 310 CONTENTS XI EXTERNAL STEREOSELECTION
319 10.2.2 ALLYLIC TRIHALOSILANES 320 10.2.2.1 MECHANISM OF ADDITION 320
10.2.2.2 STEREOCHEMICAL COURSE OF ADDITION 322 RELATIVE STEREOSELECTION
322 INTERNAL STEREOSELECTION 323 EXTERNAL STEREOSELECTION 323 10.2.3
PENTACOORDINATED SILICONATES 325 10.3 ALLYLIC TIN REAGENTS 327 10.3.1
MECHANISM OF ADDITION 327 10.3.1.1 THERMALLY PROMOTED ADDITION 327
10.3.1.2 LEWIS ACID-PROMOTED ADDITION 328 10.3.1.3 LEWIS BASE-PROMOTED
ADDITION 334 10.3.1.4 TRANSMETALLATION 334 10.3.2 STEREOCHEMICAL COURSE
OF ADDITION 335 10.3.2.1 ALLYLIC TRIALKYLSTANNANES 335 INTERNAL
STEREOSELECTION 335 EXTERNAL STEREOSELECTION 337 10.3.2.2 ALLYLIC
TRIHALOSTANNANES 341 RELATIVE STEREOSELECTION 341 INTERNAL
STEREOSELECTION 341 10.3.2.3 HETEROATOM-SUBSTITUTED ALLYLIC STANNANES
344 RELATIVE STEREOSELECTION 344 INTERNAL STEREOSELECTION 345 10.3.2.4
ALLENYLSTANNANES 348 RELATIVE AND INTERNAL STEREOSELECTION 348 EXTERNAL
STEREOSELECTION 350 10.4 ALLYLIC BORON REAGENTS 351 10.4.1 MECHANISM OF
ADDITION 351 10.4.2 STEREOCHEMICAL COURSE OF ADDITION 352 10.4.2.1
ALLYLIC BORON REAGENTS 352 RELATIVE STEREOSELECTION 352 INTERNAL
STEREOSELECTION 353 10.4.2.2 ALLENYLBORON REAGENTS 363 INTERNAL
STEREOSELECTION 364 10.5 ALLYLIC CHROMIUM REAGENTS 366 10.5.1 MECHANISM
OF ADDITION 366 10.5.2 STEREOCHEMICAL COURSE OF ADDITION 368 10.5.2.1
RELATIVE STEREOSELECTION 368 10.5.2.2 INTERNAL STEREOSELECTION 369
CHIRAL ALDEHYDES 369 CHIRAL ALLYLIC BROMIDES 370 10.5.2.3 EXTERNAL
STEREOSELECTION 371 10.6. ALLYLIC LITHIUM, MAGNESIUM AND ZINC REAGENTS
372 10.6.1 MECHANISMS OF ADDITION 372 10.6.2 STEREOCHEMICAL COURSE OF
ADDITION 373 CONTENTS 10.6.2.1 LITHIUM REAGENTS 373 10.6.2.2 MAGNESIUM
REAGENTS 373 10.6.2.3 ZINC REAGENTS 373 10.7 ALLYLIC TITANIUM, ZIRCONIUM
AND INDIUM REAGENTS 376 10.7.1 ALLYLIC TITANIUM REAGENTS 376 10.7.1.1
MECHANISM AND STEREOCHEMICAL COURSE OF ADDITION 376
NONHETEROATOM-SUBSTITUTED ALLYLIC REAGENTS 377 CHIRAL TITANIUM REAGENTS
379 A-HETEROATOM-SUBSTITUTED ALLYLIC REAGENTS 380 10.7.2 ALLYLIC
ZIRCONIUM REAGENTS 383 10.7.2.1 MECHANISM AND STEREOCHEMICAL COURSE OF
ADDITION 383 10.7.3 ALLYLIC INDIUM REAGENTS 384 10.7.3.1 MECHANISM OF
ADDITION 384 10.7.3.2 STEREOCHEMICAL COURSE OF ADDITION: OXIDATIVE
METALLATION 384 RELATIVE STEREOSELECTION 384 INTERNAL STEREOSELECTION
386 10.7.3.3 STEREOCHEMICAL COURSE OF ADDITION: TRANSMETALLATION 390
RELATIVE STEREOSELECTION 390 INTERNAL STEREOSELECTION 391 10.8
CONCLUSIONS AND FUTURE OUTLOOK 393 REFERENCES 394 11 RECENT APPLICATIONS
OF THE AUYLATION REACTION TO THE SYNTHESIS OF NATURAL PRODUCTS 403
SHERRY R. CHEMLER AND WILLIAM R. ROUSH 11.1 INTRODUCTION 403 11.1.1
SIMPLE DIASTEREOSELECTION USING TYPE I AND TYPE III ALLYLMETAL REAGENTS
404 11.1.2 SIMPLE DIASTEREOSELECTIVE USING TYPE II ALLYLMETAL REAGENTS
405 11.2 RELATIVE DIASTEREOSELECTION IN AUYLATION REACTIONS OF ACHIRAL
TYPE I AND TYPE III ALLYLMETAL REAGENTS WITH CHIRAL ALDEHYDES; SELECTED
APPLICATION TOWARDS THE SYNTHESIS OF NATURAL PRODUCTS 408 11.2.1
REACTIONS OF ACHIRAL TYPE I AND TYPE III ALLYLMETAL REAGENTS WITH CHIRAL
ALDEHYDES 408 11.2.2 CHELATE-CONTROLLED REACTIONS OF TYPE I ALLYLMETAL
REAGENTS 412 11.2.3 SELECTED APPLICATIONS OF ACHIRAL TYPE I AND TYPE III
REAGENTS TO NATURAL PRODUCT SYNTHESIS 414 11.3 REACTIONS OF TYPE II
ALLYLMETAL REAGENTS WITH CHIRAL ALDEHYDES; SELECTED APPLICATIONS IN THE
SYNTHESIS OF NATURAL PRODUCTS 416 11.3.1 STEREOCHEMICAL CONTROL VIA
1,2-ASYMMETRIC INDUCTION 416 11.3.2 STEREOCHEMICAL CONTROL VIA
1,3-ASYMMETRIE INDUCTION 420 MERGED 1,2 AND 1,3-ASYMMETRIC INDUCTION 421
11.3.3 SELECTED APPLICATIONS OF ACHIRAL TYPE II ALLYLMETAL REAGENTS IN
NATURAL PRODUCT SYNTHESIS 422 11.4 RING-CLOSING AUYLATION REACTIONS 425
CONTENTS XIII 11.4.1 SELECTED APPLICATIONS OF THE RING-CLOSING
ALLYLATION REACTION IN NATURAL PRODUCT SYNTHESIS 427 11.5 OVERVIEW OF
CHIRAL ALLYLMETAL AND ALLENYLMETAL REAGENTS 429 11.6 TARTRATE-DERIVED
CHIRAL ALLYL- AND CROTYLBORONATE REAGENTS 433 11.7 DIISOPINOCAMPHEYL-,
ALLYL-AND CROTYLBORANE REAGENTS 440 11.8 A-CHIRAL ALLYLBORONATE REAGENTS
446 11.9 STEIN-BASED ALLYLBORON REAGENTS 452 11.10 CHIRAL CROTYLSILANE
REAGENTS 455 11.11 CHIRAL ALLENYLSTANNANE REAGENTS 463 11.12 CHIRAL
[(Z)-} -AIKOXYAILYL]STANNANE AND [()-Y-ALKOXYALLYL]INDIUM REAGENTS 469
11.13 CHIRAL LEWIS ACID-CATALYZED ALLYLATION REACTION 476 11.13.1
BINOL/BINAP LEWIS ACID CATALYSTS 476 11.13.2 CATALYTIC ASYMMETRIE
ALLYLATION WITH THE CAB CATALYST 479 11.13.3 SELECTED APPLICATIONS OF
THE CATALYTIC ENANTIOSELECTIVE ALLYLATION REACTION IN NATURAL PRODUCT
SYNTHESIS 481 REFERENCES 483 12 ASYMMETRIE MICHAEL-TYPE ADDITION
REACTION 491 KIYOSHI TOMIOKA 12.1 INTRODUCTION 491 12.2 REACTION OF AN
ACTIVE METHYLENE COMPOUND - TYPICAL AND CLASSIC ASYMMETRIE MICHAEL
REACTION 491 12.3 REACTION OF ORGANOMETALLIC REAGENTS 493 12.3.1
REACTION OF ORGANOLITHIUM REAGENTS USING EXTEMAL CHIRAL LIGANDS 493
12.3.2 REACTION OF ORGANOCOPPER REAGENT 496 12.3.2.1 REACTION OF CHIRAL
HETEROOGANOCUPRATES 496 12.3.2.2 CHIRAL ALKOXYCUPRATES 496 12.3.2.3
CHIRAL AMIDOCUPRATES 497 12.3.2.4 CHIRAL THIOCUPRATES 498 12.3.2.5
REACTION OF HOMOORGANOCOPPERS USING EXTEMAL CHIRAL LIGANDS 499 12.3.2.6
REACTION OF ORGANOZINC USING EXTEMAL CHIRAL LIGANDS 501 12.4 REACTION OF
OTHER ORGANOMETALS USING EXTEMAL CHIRAL LIGANDS 503 12.5 RECENT
MICHAEL-TYPE REACTIONS USING CHIRALLY MODIFIED A,/?-SUBSTITUTED CARBONYL
COMPOUNDS 503 REFERENCES 504 13 STEREOSELECTIVE RADICAL REACTIONS 507
MUKUND P. SIBI AND TARA R. TERNES 13.1 INTRODUCTION 507 13.2 REACTIONS
AT THE CARBONYL CARBON: STEREOSELECTIVE ACYL AND KETYL RADICAL REACTIONS
508 13.2.1 ACYCLIC DIASTEREOSELECTION 508 13.2.2 DIASTEREOSELECTIVE
CYCLIZATIONS OF ACYL RADICALS 508 XIV CONTENTS 13.2.2.1
DIASTEREOSELECTIVE CYCLIZATIONS TOWARDS NATURAL PRODUCTS 509 13.2.2.2
CHIRAL ACYL RADICAL EQUIVALENTS 510 13.2.3 DIASTEREOSELECTIVE
CYCLIZATIONS OF KETYL RADICALS 511 13.2.4 DIASTEREOSELECTIVE
PHOTOCYCLOADDITIONS TO CARBONYL COMPOUNDS 512 13.3 STEREOCONTROL A TO
THE CARBONYL 512 13.3.1 ACYCLIC DIASTEREOSELECTION 512 13.3.1.1
REDUCTIONS 512 13.3.1.2 ALLYLATIONS 514 13.3.1.3 CONJUGATE ADDITION AND
REDUCTION TO INSTALL THE A CENTER 519 13.3.1.4 RADICAL ADDITION TO
IMINES 520 13.3.2 ACYCLIC ENANTIOSELECTION 521 13.3.2.1 REDUCTIONS 521
13.3.2.2 ALLYLATIONS 521 13.3.3 DIASTEREOSELECTIVE CYCLIZATIONS 524
13.3.3.1 GENERAL CONSIDERATIONS 524 13.3.3.2 PROTECTION AS CHIRAL ACETAL
526 13.4 STEREOCONTROL SS TO THE CARBONYL 526 13.4.1 ACYCLIC
DIASTEREOSELECTION IN CONJUGATE ADDITIONS 526 13.4.2 ACYCLIC
ENANTIOSELECTION 531 13.4.3 DIASTEREOSELECTIVE CYCLIZATIONS:
INTRAMOLECULAR CONJUGATE ADDITION 534 13.4.4 ENANTIOSELECTIVE
CYCLIZATIONS 535 13.5 CONCLUSIONS 536 REFERENCES 536 14 ACTIVATION OF
CARBONYL AND RELATED COMPOUNDS IN AQUEOUS MEDIA 539 SHUE KOBAYASHI, KEI
MANABE, AND SATOSHI NAGAYAMA 14.1 INTRODUCTION 539 14.2 ACTIVATION OF
C=0 IN AQUEOUS MEDIA 539 14.2.1 ALDOL REACTION 539 14.2.1.1 LANTHANIDE
TRIFLATE-CATALYZED ALDOL REACTIONS IN WATER-CONTAINING SOLVENTS 539
14.2.1.2 ALDOL REACTION CATALYZED BY VARIOUS METAL SALTS 542 14.2.1.3
CATALYTIC ASYMMETRIC ALDOL REACTION IN AQUEOUS ETHANOL 545 14.2.1.4
ALDOL REACTION IN WATER WITHOUT ORGANIC SOLVENTS 547 14.2.2 ALLYLATION
REACTION 552 14.3 ACTIVATION OF C=N IN AQUEOUS MEDIA 554 14.3.1
MANNICH-TYPE REACTION 554 14.3.2 ALLYLATION REACTION 555 14.3.3
STRECKER-TYPE REACTION 557 14.4 CONCLUSIONS 559 REFERENCES 560 CONTENTS
XV 15 THERMO- AND PHOTOCHEMICAL REACTIONS OF CARBONYL COMPOUNDS IN THE
SOLID STATE 563 FUMIO TODA 15.1 INTRODUCTION 563 15.2 THERMOCHEMICAL
REACTIONS 563 15.2.1 BAEYER-VILLIGER OXIDATION 563 15.2.2
ENANTIOSELECTIVE REDUCTION OF KETONE BY NABRL, AND 2BH3-NH2CH2CH2NH2 564
15.2.3 GRIGNARD REACTION 566 15.2.4 REFORMATSKY AND LUCHE REACTIONS 568
15.2.5 BENZILIC ACID REARRANGEMENT 570 15.2.6 AZOMETHINE SYNTHESIS 571
15.2.7 ENANTIOSELECTIVE WITTIG-HORNER REACTION 571 15.2.8 ALDOL
CONDENSATIONS 573 15.2.9 PINACOL COUPLING OF AROMATIC ALDEHYDES AND
KETONES 573 15.2.10 DIECKMANN CONDENSATION 575 15.2.11 METHYLENE
TRANSFER FROM ME 2 S + -CHI TO KETONES 577 15.2.12 ENANTIOSELECTIVE
MICHAEL ADDITION REACTION 578 15.2.13 MICHAEL ADDITION TO CHALCONE IN A
WATER SUSPENSION MEDIUM 580 15.2.14 EPOXIDATION OF CHALCONES WITH NAOCL
OR CA(C10) 2 IN A WATER SUSPENSION 582 15.3 PHOTOCHEMICAL REACTIONS 583
15.3.1 PHOTOCYCLIZATION OF ACHIRAL OXO AMIDES IN THEIR CHIRAL CRYSTALS
TO CHIRAL /?-LACTAMS: GENERATION OF CHIRALITY 583 15.3.2
ENANTIOSELECTIVE PHOTOCYCLIZATION OF AF-(ARYLOYLMETHYL)- 5-VALEROLACTAMS
586 15.3.3 PHOTODIMERIZATION OF ENONES 587 15.3.4 ENANTIOSELECTIVE
PHOTOCYCLIZATION OF ENONES 590 15.3.4.1 PHOTOREACTION OF TROPOLONE ALKYL
ETHER, CYCLOOCTA-2,4-DIEN-L-ONE AND PYRIDONE 590 15.3.4.2 PHOTOREACTION
OF CYCLOHEXENONE DERIVATIVES 591 15.3.4.3 PHOTOREACTION OF ACRYLANILIDES
593 15.3.4.4 PHOTOREACTION OF FURAN-2-CARBOXANILIDES 593 REFERENCES 595
INDEX 599
|
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| discipline | Chemie / Pharmazie Chemie |
| format | Book |
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| id | DE-604.BV013094997 |
| illustrated | Illustrated |
| indexdate | 2024-07-09T18:38:56Z |
| institution | BVB |
| isbn | 3527298711 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-008919062 |
| oclc_num | 247545818 |
| open_access_boolean | |
| owner | DE-20 DE-29T DE-703 DE-355 DE-BY-UBR DE-19 DE-BY-UBM DE-91G DE-BY-TUM DE-11 DE-188 |
| owner_facet | DE-20 DE-29T DE-703 DE-355 DE-BY-UBR DE-19 DE-BY-UBM DE-91G DE-BY-TUM DE-11 DE-188 |
| physical | XIX, 613 S. Ill., graph. Darst. |
| publishDate | 2000 |
| publishDateSearch | 2000 |
| publishDateSort | 2000 |
| publisher | Wiley-VCH |
| record_format | marc |
| spelling | Modern carbonyl chemistry ed. by Junzo Otera Weinheim [u.a.] Wiley-VCH 2000 XIX, 613 S. Ill., graph. Darst. txt rdacontent n rdamedia nc rdacarrier Carbonylgruppe - Chemische Reaktion Carbonyl compounds Carbonylgruppe (DE-588)4147314-0 gnd rswk-swf Carbonylverbindungen (DE-588)4147318-8 gnd rswk-swf Carbonylverbindungen (DE-588)4147318-8 s DE-604 Carbonylgruppe (DE-588)4147314-0 s Otera, Junzo 1943- Sonstige (DE-588)121983250 oth GBV Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=008919062&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Modern carbonyl chemistry Carbonylgruppe - Chemische Reaktion Carbonyl compounds Carbonylgruppe (DE-588)4147314-0 gnd Carbonylverbindungen (DE-588)4147318-8 gnd |
| subject_GND | (DE-588)4147314-0 (DE-588)4147318-8 |
| title | Modern carbonyl chemistry |
| title_auth | Modern carbonyl chemistry |
| title_exact_search | Modern carbonyl chemistry |
| title_full | Modern carbonyl chemistry ed. by Junzo Otera |
| title_fullStr | Modern carbonyl chemistry ed. by Junzo Otera |
| title_full_unstemmed | Modern carbonyl chemistry ed. by Junzo Otera |
| title_short | Modern carbonyl chemistry |
| title_sort | modern carbonyl chemistry |
| topic | Carbonylgruppe - Chemische Reaktion Carbonyl compounds Carbonylgruppe (DE-588)4147314-0 gnd Carbonylverbindungen (DE-588)4147318-8 gnd |
| topic_facet | Carbonylgruppe - Chemische Reaktion Carbonyl compounds Carbonylgruppe Carbonylverbindungen |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=008919062&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT oterajunzo moderncarbonylchemistry |