Modern rhodium catalyzed organic reactions:
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Weinheim
WILEY-VCH
2005
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| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | XXIII, 473 S. graph. Darst. 170 mm x 240 mm |
| ISBN: | 3527306838 9783527306831 |
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| 245 | 1 | 0 | |a Modern rhodium catalyzed organic reactions |c ed. by P. Andrew Evans |
| 246 | 1 | 3 | |a Modern rhodium-catalyzed organic reactions |
| 264 | 1 | |a Weinheim |b WILEY-VCH |c 2005 | |
| 300 | |a XXIII, 473 S. |b graph. Darst. |c 170 mm x 240 mm | ||
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| 650 | 4 | |a Catalyseurs au rhodium | |
| 650 | 4 | |a Chimie organique | |
| 650 | 4 | |a Composés organiques - Synthèse | |
| 650 | 7 | |a Katalyse |2 gtt | |
| 650 | 7 | |a Rhodium |2 gtt | |
| 650 | 4 | |a Chemistry, Organic | |
| 650 | 4 | |a Organic compounds |x Synthesis | |
| 650 | 4 | |a Rhodium catalysts | |
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| adam_text | XI
Contents
Foreword VII
Preface IX
List of Contributors XXI
1 Rhodium-Catalyzed Asymmetric Hydrogenation 1
Yongxiang Chi, Wenjun Tang, and Xumu Zhang
1.1 Introduction 1
1.2 Chiral Phosphorous Ligands 1
1.2.1 Atropisomeric Biaryl Bisphosphine Ligands 3
1.2.2 Chiral Bisphosphane Ligands Based on the Modification of DuPhos
and BPE 4
1.2.3 Chiral Bisphosphane Ligands Based on the Modification of DIOP 5
1.2.4 Chiral Ferrocene-Based Bisphosphane Ligands 5
1.2.5 P-Chiral Bisphosphane Ligands 6
1.2.6 Other Bisphosphane Ligands 7
1.2.7 Bisphosphinite, Bisphosphonite, and Bisphosphite Ligands 7
1.2.8 Chelating Aminophosphine- and Amidophosphine-phosphoramidites 9
1.2.9 Chiral Monophosphorous Ligands 9
1.3 Applications of Chiral Phosphorous Ligands in Rhodium-Catalyzed
Asymmetric Hydrogenation 10
1.3.1 Hydrogenation of Olefins 10
1.3.1.1 Hydrogenation of Dehydroamino Acid Derivatives 10
1.3.1.2 Hydrogenation of Enamides 13
1.3.1.3 Asymmetric Hydrogenation of yS-(Acylamino)acrylates 35
1.3.1.4 Asymmetric Hydrogenation of Enol Esters 16
1.3.1.5 Asymmetric Hydrogenation of Unsaturated Acids and Esters 17
1.3.2 Hydrogenation of Ketones 19
1.3.2.1 Hydrogenation of Functionalized Ketones 19
1.3.2.2 Hydrogenation of Unfunctionalized Ketones 22
1.3.3 Asymmetric Hydrogenation of Imines 23
1.3.3.1 Acyclic N-Alkylimines 23
1.3.3.2 C=N-X Substrates 24
1.4 Conclusion 25
1.5 References 26
Modern Rhodium-Catalyzed Organic Reactions. Edited by P. Andrew Evans
Copyright © 2005 WILEY-VCH Verlag GmbH Co. KGaA, Weinheim
ISBN: 3-527-30683-8
XII Contents
2 Rhodium-Catalyzed Hydroborations and Related Reactions 33
John M. Brown
2.1 Introduction 33
2.2 General Advances in Catalytic Hydroboration 36
2.3 Advances in Asymmetric Hydroboration 40
2.3.1 Diphosphine Ligands 41
2.3.2 Phosphinamine and Related Ligands 43
2.3.3 Transformations of the Initial Boronate Ester 46
2.4 Catalytic Diboration of Alkenes 49
2.5 Summary and Conclusions 50
2.6 References 51
3 Rhodium(l)-Catalyzed Asymmetric Addition of Organometallic Reagents
to Electron-Deficient Olefins 55
Kazuhiro Yoshida and Tamio Hayashi
3.1 Introduction 55
3.2 Addition of Organoboron Reagents to a,/?-Unsaturated Ketones 55
3.3 Mechanism 59
3.4 Addition of Organoboron Reagents to Other Electron-Deficient Olefins 62
3.5 Addition of Organotin and -silicon Reagents 68
3.6 New Aspects of Addition of Organoboron and-titanium Reagents 71
3.7 Outlook 74
3.8 References 76
4 Recent Advances in Rhodium(l)-Catalyzed Asymmetric Olefin Isomerization
and Hydroacylation Reactions 79
Gregory C. Fu
4.1 Rhodium(I)-Catalyzed Asymmetric Isomerization of Olefins 79
4.1.1 Allylic Amines 79
4.1.2 Allylic Ethers 80
4.1.3 Allylic Alcohols 81
4.1.4 Summary 85
4.2 Rhodium(I)-Catalyzed Asymmetric Hydroacylation of Olefins and Alkynes
with Aldehydes 85
4.2.1 Cyclopentanones 86
4.2.2 Cydopentenones 89
4.2.3 Summary 90
4.3 References 91
Contents I XIII
5 Stereoselective Rhodium(l)-Catalyzed Hydroformylation and Silylformylation
Reactions and their Application to Organic Synthesis 93
James L. Leighton
5.1 Introduction 93
5.2 Hydroformylation 93
5.2.1 Diastereoselective Hydroformylation of Chiral Alkene Substrates 94
5.2.2 Hydroformylation of Organomercurials 96
5.2.3 Directed Diastereo- and Regioselective Hydroformylation 96
5.2.4 Applications in Natural Product Synthesis 98
5.3 Silylformylation 102
5.3.1 Silylformylation of Alkynes and Alkenes 103
5.3.2 Tandem Silylformylation/Allylsilylation 105
5.3.3 Applications in Natural Product Synthesis 107
5.4 Conclusion 109
5.5 References 109
6 Carbon-Carbon Bond-Forming Reactions Starting from Rh-H
or Rh-Si Species 111
Isamu Matsuda
6.1 Introduction 111
6.2 Background 111
6.3 Design of Reactions Starting from Insertion into a Rh-H Bond 113
6.3.1 Aldol-Type Coupling under Neutral Conditions 113
6.3.2 Apparent Hydrocarbamoylation to a,/?-Enoates and Mannich-Type
Coupling 115
6.3.3 Apparent Hydroallylation toward a,/?-Unsaturated Carbonyl
Compounds 115
6.4 Design of Reactions Starting from Insertion into a Rh-Si Bond 117
6.4.1 Silylformylation toward Acetylenic Triple Bonds 117
6.4.2 Dehydrogenative Cyclization Forming Lactones and Lactams 122
6.4.3 Silylative Cyclocarbonylation of 1,6-Diynes and 1,6-Enynes 124
6.5 Conclusion 126
6.6 References 127
7 Rhodium(l)-Catalyzed Cycloisomerization and Cyclotrimerization Reactions 129
Masaki Fujiwara and Iwao Ojima
7.1 Introduction 129
7.2 Carbocyclization 130
7.2.1 Cycloisomerization of Enynes 130
7.2.1.1 Cycloisomerization 130
7.2.1.2 Silylcarbocyclization (SiCaC and CO-SiCaC) 131
7.2.2 Silylcarbocyclization of Ynals 135
7.2.3 Cycloisomerization of Dienes 335
7.2.4 Silylcarbocyclization of Diynes 137
XIV I Contents
7.3 Cascade Carbocyclization 238
7.3.1 Cyclotnmerization of Tnynes or Dienynes 238
7.3.2 Cascade Silylcarbocyclization of Enediynes, Triynes (SiCaT),
and Diynals 142
7.4 Carbonylative Carbocyclization 144
7 A.I Silylcydocarbonylation (SiCCa) of Aminoalkynes 144
7.4.2 Silylcarbobicyclization (SiCaB) of 1,6-Diynes 144
7 A3 Carbonylative Carbotricyclizations (CO-SiCaT and CO-CaT)
of Enediynes 145
7.4.4 Carbonylative Silylcarbobicyclization of Diallenes 146
7.5 Conclusion 147
7.6 References 148
8 The Rhodium(l)-Catalyzed Alder-Ene Reaction 151
Kay M. Brummond and Jamie M. McCabe
8.1 Introduction 152
8.2 Diene Alder-Ene Reactions 252
8.2.1 Alkene Formation 152
8.3 Enyne Alder-Ene Reactions 253
8.3.1 1,4-Diene Formation 253
8.3.2 Asymmetric 1,4-Diene Formation 256
8.3.3 Diversification of Alder-Ene Cyclization Products 260
8.4 Allenyne Alder-Ene Reactions 260
8.4.1 Cross-Conjugated Triene Formation 260
8.4.2 Diversification of Alder-Ene Products 266
8.5 Kinetic Resolution 268
8.6 Other Rhodium-Catalyzed Ene-Type Reactions 269
8.6.1 Intramolecular Halogen Shift 169
8.7 Conclusion 270
8.8 References 172
9 Rhodium-Catalyzed Nucleophilic Ring Cleaving Reactions of Allylic Ethers
and Amines 273
Keith Fagnou
9.1 Introduction 273
9.2 Seminal Work 273
9.3 Asymmetric Reactions with Oxabicyclic Alkenes 274
9.3.1 First-Generation Catalyst: [Rh(COD)Cl]2/PPF-P Bu2 274
9.3.2 Second-Generation Catalyst: [Rh(PPF-P Bu2)I] Generated in situ 175
9.3.3 Third-Generation Catalyst: [Rh(PPF-P Bu2)I] with Excess NH4I 277
9.3.4 Catalyst Efficiency 179
9.4 Azabicydic Alkenes 280
9.4.1 Nitrogen-Activating Group Effects 180
9.4.2 Enantioselective Ring Opening Reactions 281
9.5 Properties of the PPF-P Bu2 Ligand 182
Contents I XV
9.6 Mechanistic Working Model 184
9.6.1 Proposed Catalytic Cycle 184
9.6.2 Proposed Role of Protic/Halide Additives 185
9.7 Vinyl Epoxides 186
9.7.1 Current Capabilities 187
9.7.2 Mechanistic Working Model 188
9.8 Conclusion 188
9.9 References 190
10 Rhodium(l)-Catalyzed Allylic Substitution Reactions and their Applications
to Target Directed Synthesis 191
David K. Leahy and P. Andrew Evans
10.1 Introduction 191
10.2 Regioselective Rhodium-Catalyzed Allylic Alkylation 191
10.3 Enantiospecific Rhodium-Catalyzed Allylic Alkylation 193
10.3.1 Rhodium-Catalyzed Allylic Alkylation Reaction with Stabilized Carbon
Nucleophiles 194
10.3.2 Ketones and Esters as Nucleophiles for Rhodium-Catalyzed Allylic
Alkylation 197
10.3.3 Hard Nucleophiles in the Rhodium-Catalyzed Allylic Alkylation
Reaction 199
10.3.4 Rhodium-Catalyzed Allylic Aminations 201
10.3.5 Rhodium-Catalyzed Allylic Ethenfications with Phenols and Alcohols 205
10.4 Enantioselective Rhodium-Catalyzed Allylic Alkylations 209
10.5 Conclusion 211
10.6 References 212
11 Rhodium(l)-Catalyzed [2+2+1] and [4+1] Carbocyclization Reactions 215
Nakcheol Jeong
11.1 General Introduction to Rhodium-Mediated Carbocyclizations 215
11.2 [2+2+1] Carbocyclization 216
11.2.1 Coupling of an Alkyne, an Olefin, and CO
(Pauson-Khand Type Reactions) 216
11.2.2 Reactions Under Reduced CO Pressure 226
11.2.3 Alternative CO Sources 226
11.2.4 Enantioselective Pauson-Khand-rype Reaction 228
11.2.5 Domino Reactions 229
11.2.6 Coupling of Two Alkynes, and CO or Isocyanides 233
11.3 [4+1] Carbocyclization 234
11.3.1 Coupling of Vinylallene and CO 234
11.3.2 Asymmetric [4+1] Carbocyclization 236
11.4 Conclusion 238
11.5 References 238
XVI Contents
12 Rhodium(l)-Catalyzed [4+2] and [4+2+2] Carbocyclizations 241
John E. Robinson.
12.1 Introduction 241
12.2 Rhodium(I)-Catalyzed [4+2] Carbocyclization Reactions 241
12.2.1 Rhodium(I)-Catalyzed Intermolecular [4+2] Carbocyclizations 241
12.2.2 Rhodmm(I)-Catalyzed Intramolecular [4+2] Carbocyclizations 243
12.2.2.1 Rhodium(I)-Catalyzed Intramolecular [4+2]: Nonclassical Substrates 245
12.2.3 Diastereoselective Rhodium(I)-Catalyzed Intramolecular [4+2]:
Counter-Ion Effect 247
12.2.4 Asymmetric Induction in Intramolecular Rhodium(I)-Catalyzed [4+2]
Reactions 250
12.2.4.1 Influence of Counter-Ion on Enantiosoelectivity 251
12.3 Rhodium(I)-Catalyzed [4+2+2] Carbocyclization Reactions 252
12.3.1 Synthesis of Cyclooctanoids 252
12.3.2 Rhodium(I)-Catalyzed Carbocyclization Reactions 252
12.3.3 Development of the Rhodium(I)-Catalyzed [4+2+2] Carbocyclization
Reactions 253
12.3.4 Sequential Rhodium(I)-Catalyzed Allylic Substitution/[4+2+2]
Carbocyclization 259
12.3.5 Diastereoselective Rhodium-Catalyzed [4+2+2] Carbocyclization 259
12.3.6 Conclusion 260
12.4 References 260
13 Rhodium(l)-Catalyzed [5+2], [6+2], and [5+2+1] Cycloadditions:
New Reactions for Organic Synthesis 263
Paul A. Wender, Gabriel G. Gamber, and Travis J. Williams
13.1 Introduction 263
13.2 Cycloaddition Approaches to Seven-Membered Rings 265
13.3 Design of a Transition Metal-Catalyzed [5+2] Cycloaddition
of Vinylcyclopropanes and 7t-Systems 267
13.4 Intramolecular [5+2] Cycloadditions of VCPs 269
13.4.1 Reactions with Alkynes 269
13.4.2 Reactions With Alkenes 270
13.4.3 Reactions with Allenes 270
13.4.4 Other Catalyst Systems 272
13.4.5 Stereochemistry and Regiochemistry of the Intramolecular [5+2]
Cycloaddition 281
13.4.6 Applications to Natural Product Synthesis 281
13.5 Intermolecular [5+2] Cycloadditions of VCPs and Alkynes 285
13.5.1 Oxygen-Substituted VCPs 285
13.5.2 Serial [5+2]/[4+2] Cycloaddition Reactions 287
13.5.3 Reactions of Simple, Alkyl-Substituted VCPs 287
13.5.4 Hetero-[5+2] Cycloadditions of Cyclopropylimines 289
13.6 Cycloaddition Approaches for Eight-Membered Ring Synthesis 291
13.7 Design and Development of [6+2] Cycloadditions
of Vinylcyclobutanones 292
Contents XVII
13.8 Design and Development of Multi-component [5+2+1] Cycloadditions
of VCPs, Alkynes, and CO 293
13.9 Conclusion 295
13.10 References 297
14 Rhodium(ll)-Stabilized Carbenoids Containing Both Donor
and Acceptor Substituents 301
Huw M. L. Davits and Abbas M. Walji
14.1 Introduction 301
14.2 Cyclopropanation 303
14.3 [3+4] Cycloaddition of Vinyl Carbenoids 312
14.4 [3+2] Cycloaddition of Vinyl Carbenoids 322
14.5 Ylide Transformations 326
14.6 Si-H Insertion 327
14.7 C-H Activation by Carbenoid-Induced C-H Insertion 328
14.8 References 337
15 Chiral Dirhodium(ll) Carboxamidates for Asymmetric Cyclopropanation
and Carbon-Hydrogen Insertion Reactions 341
Michael P. Doyle.
15.1 Introduction 341
15.2 Catalytic Asymmetric Cyclopropanation and Cyclopropenation 343
15.2.1 Intramolecular Reactions 343
15.2.2 Intermolecular Reactions 347
15.3 Catalytic Asymmetric Carbon-Hydrogen Insertion 348
15.4 Summary 353
15.5 References 353
16 Cyclopentane Construction by Rhodium(ll)-Mediated Intramolecular
C-H Insertion 357
Douglass F. Taber and Pramod V. Joshi
16.1 Introduction 357
16.2 Background: Cyclization versus Elimination 357
16.3 Beginnings of a Computational Approach 357
16.3.1 Development of the Computational Model 360
16.3.2 Application of the Computational Model 361
16.3.3 Chiral Auxiliary Control 362
16.3.3.1 Computational Analysis of the Naphthylbornyl-Derived Ester 363
16.3.3.2 Analysis 363
16.4 Comparing and Contrasting Rhodium Catalysts: Four Dimensions
of Reactivity 364
16.4.1 Results from the Cyclizations 365
16.4.1.1 Observed First-Order Rate Constants 366
16.4.1.2 Cyclization versus Elimination 367
16.4.1.3 Methine to Methylene Selectivity 368
XVIII Contents
16.4.1.4 Distance at the Point of Commitment 369
16.4.1.5 Conclusions: Implications for the Design of an Effectively
Chiral Catalyst 370
16.5 Design of an Enantioselective Catalyst 370
16.5.1 Computational Design: Bridging the Dirhodium Core 371
16.5.2 Triarylphosphine-Derived Catalysts 372
16.5.2.1 Construction of the Catalysts 372
16.5.2.2 Assessment of Catalyst Reactivity 373
16.5.2.3 Enantiomeric Excess 374
16.5.2.4 More Electron-Donating Ligands 374
16.5.3 Design of an Enantiomerically Pure Bridging Biscarboxylate 375
16.5.4 Development of an Alternative Diazo Ketone Substrate 375
16.6 Conclusion 375
16.7 References 376
17 Rhodium(ll)-Catalyzed Oxidative Animation 379
Christine G. Espino and Justin Du Bois
17.1 Introduction 379
17.2 Background 379
17.3 Intermolecular C-H Animation with Rhodium(II) Catalysts 381
17.4 Intermolecular C-H Animation with Other Metals 384
17.5 Intramolecular C-H Animation with Rhodium(II) Catalysts 385
17.5.1 Carbamate Esters 385
17.5.2 Sulfamate Esters 390
17.5.3 Sulfamides and Sulfonamides 395
17.6 Rhodium(II)-Catalyzed Olefin Aziridination 396
17.6.1 Carbamate Esters 396
17.6.2 Sulfamate Esters 397
17.6.3 Sulfonamides 400
17.7 Enantioselective C-H Insertion with Sulfamate Esters 401
17.8 Mechanistic Investigations 402
17.9 Summary and Outlook for Rhodium(II)-Catalyzed Nitrene Transfer 406
17.10 Rhodium(II)-Catalyzed Olefin Diammation 406
17.11 Applications of C-H Amination in Synthesis 407
17.11.1 Carbamate Ester Amination 407
17.11.2 Sulfamate Ester C-H Insertion 410
17.11.2.1 l,2,3-Oxathiazinane-2,2-dioxides as Tools in Synthesis 420
17.11.2.2 Synthetic Applications of Sulfamate Ester Oxidation 411
17.12 Conclusion 413
17.13 References 413
Contents XIX
18 Rearrangement Processes of Oxonium and Ammonium Ylides Formed
by Rhodium(ll)-Catalyzed Carbene Transfer 417
Frederick G. West
18.1 Introduction 417
18.2 Oxonium Ylides 419
18.3 Ammonium Ylides 426
18.4 Conclusion 429
18.5 References 429
19 Rhodium(ll)-Catalyzed 1,3-Dipolar Cycloaddition Reactions 433
Rubin M. Savizky and David J. Austin
19.1 Rhodium(II) in 1,3-Dipole Formation 433
19.1.1 Introduction 433
19.1.2 The First Examples of Transition Metal-Mediated 1,3-Dipole
Formation 433
19.1.3 Rhodium(II) Catalysts Used in 1,3-Dipole Formation 435
19.1.4 Dipoles Created Using Rhodium(II) Catalysis 436
19.2 Chemical Aspects of Rhodium-Mediated 1,3-Dipolar Cycloaddition 438
19.2.1 Aspects of Rhodium(II) Catalysis that Affect Chemoselectivity 438
19.2.2 Aspects of Rhodium(II) Catalysis that Affect Regio- and
Diastereoselectivity 439
19.2.3 Aspects of Rhodium(II) Catalysis that Affect Facial Selectivity 439
19.3 Applications of Rhodium(II)-Mediated 1,3-Dipolar Cycloaddition 441
19.3.1 Heterocyclic Synthesis and Novel Ring Systems 441
19.3.2 Natural Product Synthesis and Core Structures 443
19.3.3 Combinatorial Chemistry and Solid-Phase Organic Synthesis 449
19.4 Conclusion 450
19.5 References 450
Subject Index 455
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| id | DE-604.BV019681751 |
| illustrated | Illustrated |
| indexdate | 2024-07-09T20:03:41Z |
| institution | BVB |
| isbn | 3527306838 9783527306831 |
| language | English |
| oai_aleph_id | oai:aleph.bib-bvb.de:BVB01-013009717 |
| oclc_num | 57717681 |
| open_access_boolean | |
| owner | DE-91G DE-BY-TUM DE-703 DE-19 DE-BY-UBM DE-29T DE-11 |
| owner_facet | DE-91G DE-BY-TUM DE-703 DE-19 DE-BY-UBM DE-29T DE-11 |
| physical | XXIII, 473 S. graph. Darst. 170 mm x 240 mm |
| publishDate | 2005 |
| publishDateSearch | 2005 |
| publishDateSort | 2005 |
| publisher | WILEY-VCH |
| record_format | marc |
| spelling | Modern rhodium catalyzed organic reactions ed. by P. Andrew Evans Modern rhodium-catalyzed organic reactions Weinheim WILEY-VCH 2005 XXIII, 473 S. graph. Darst. 170 mm x 240 mm txt rdacontent n rdamedia nc rdacarrier Catalyseurs au rhodium Chimie organique Composés organiques - Synthèse Katalyse gtt Rhodium gtt Chemistry, Organic Organic compounds Synthesis Rhodium catalysts Organische Synthese (DE-588)4075695-6 gnd rswk-swf Katalysator (DE-588)4029919-3 gnd rswk-swf Rhodiumverbindungen (DE-588)4433743-7 gnd rswk-swf Rhodiumverbindungen (DE-588)4433743-7 s Katalysator (DE-588)4029919-3 s Organische Synthese (DE-588)4075695-6 s DE-604 Evans, P. Andrew 1964- Sonstige (DE-588)129698016 oth HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=013009717&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Modern rhodium catalyzed organic reactions Catalyseurs au rhodium Chimie organique Composés organiques - Synthèse Katalyse gtt Rhodium gtt Chemistry, Organic Organic compounds Synthesis Rhodium catalysts Organische Synthese (DE-588)4075695-6 gnd Katalysator (DE-588)4029919-3 gnd Rhodiumverbindungen (DE-588)4433743-7 gnd |
| subject_GND | (DE-588)4075695-6 (DE-588)4029919-3 (DE-588)4433743-7 |
| title | Modern rhodium catalyzed organic reactions |
| title_alt | Modern rhodium-catalyzed organic reactions |
| title_auth | Modern rhodium catalyzed organic reactions |
| title_exact_search | Modern rhodium catalyzed organic reactions |
| title_full | Modern rhodium catalyzed organic reactions ed. by P. Andrew Evans |
| title_fullStr | Modern rhodium catalyzed organic reactions ed. by P. Andrew Evans |
| title_full_unstemmed | Modern rhodium catalyzed organic reactions ed. by P. Andrew Evans |
| title_short | Modern rhodium catalyzed organic reactions |
| title_sort | modern rhodium catalyzed organic reactions |
| topic | Catalyseurs au rhodium Chimie organique Composés organiques - Synthèse Katalyse gtt Rhodium gtt Chemistry, Organic Organic compounds Synthesis Rhodium catalysts Organische Synthese (DE-588)4075695-6 gnd Katalysator (DE-588)4029919-3 gnd Rhodiumverbindungen (DE-588)4433743-7 gnd |
| topic_facet | Catalyseurs au rhodium Chimie organique Composés organiques - Synthèse Katalyse Rhodium Chemistry, Organic Organic compounds Synthesis Rhodium catalysts Organische Synthese Katalysator Rhodiumverbindungen |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=013009717&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
| work_keys_str_mv | AT evanspandrew modernrhodiumcatalyzedorganicreactions |