Asymmetric synthesis of three-membered rings:
Saved in:
| Main Authors: | , , |
|---|---|
| Format: | Electronic eBook |
| Language: | English |
| Published: |
Weinheim
Wiley-VCH
[2017]
|
| Subjects: | |
| Online Access: | FRO01 UBG01 UBR01 Volltext Inhaltsverzeichnis |
| Item Description: | Asymmetric Cyclopropanation -- Asymmetric Aziridination -- Asymmetric Epoxidation -- Asymmetric Oxaziridination -- Asymmetric Azirination and Thiirination. - Includes bibliographical references and index |
| Physical Description: | 1 Online-Ressource (xv, 590 Seiten) Illustrationen |
| ISBN: | 9783527802012 9783527802036 9783527802029 9783527802043 |
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| 650 | 4 | |a Chemie | |
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| 650 | 4 | |a Asymmetric synthesis | |
| 650 | 4 | |a Chirality | |
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Record in the Search Index
| _version_ | 1804177512337506304 |
|---|---|
| adam_text | Contents
Preface ix
List of Abbreviations xi
1 Asymmetric Cydopropanation 1
1 1 Introduction 1
1 2 Simmons-Smith Cydopropanation 2
121 Chiral Substrates 3
1211 Chiral Allylic Alcohols 3
1212 Chiral Allylic Amines 7
1213 Chiral Acetal-Directed Cyclopropanations 7
1214 Simple Chiral Alkenes 9
122 Chiral Auxiliaries 11
123 Chiral Catalysts 15
1231 Charette’s Ligand 15
1232 Other Stoichiometric Ligands 20
1233 Walsh Procedure 22
1234 True Catalytic Procedures 24
1 3 Transition-Metal-Catalyzed Decomposition of Diazoalkanes 27
131 Intermolecular Cydopropanation 28
1311 Chiral Auxiliaries 28
1312 Chiral Catalysts: Cobalt 32
1313 Chiral Catalysts: Copper 38
1314 Chiral Catalysts: Rhodium 56
1315 Chiral Catalysts: Ruthenium 69
1316 Chiral Catalyst: Other Metals 77
132 Intramolecular Cydopropanation 80
1321 Chiral Auxiliaries and Chiral Compounds 80
1322 Chiral Catalysts 82
133 Chiral Stoichiometric Carbenes 93
1 4 Michael-Initiated and Other Ring Closures 94
141 Chiral Substrates 95
142 Chiral Auxiliaries 100
1421 Chiral Michael Acceptors 100
1422 Chiral Nucleophiles 106
vi Contents
143 Organocatalysis 115
1431 Ylides 116
1432 Nitrocyclopropanation 118
1433 Halocarbonyl Compounds 128
144 Metal Catalysis 139
145 Other Ring Closures 140
1 5 Miscellaneous Reactions 148
151 Rearrangement of Chiral Oxiranes 148
152 Cycloisomerization of 1,«-Enynes 152
153 Denitrogenation of Chiral Pyrazolines 160
154 C-H Insertion 162
155 Addition to Cyclopropenes 164
156 Other Methods 167
1 6 Conclusions 172
References 172
2 Asymmetric Aziridination 205
2 1 Introduction 205
2 2 Aziridination Based on the Use of Chiral Substrates 206
221 Addition to Alkenes 206
2211 Aziridination via Nitrene Transfer to Alkenes 206
2212 Aziridination via Addition-Elimination Processes 219
2213 Miscellaneous Reactions 224
222 Addition to Imines 225
2221 Methylidation of Imines 226
2 2 22 Aza-Darzens and Analogous Reactions 248
2223 Addition/Elimination Processes 255
2224 Miscellaneous Reactions 266
223 Addition to Azirines 267
224 Aziridination via Intramolecular Substitution 270
2241 From 1,2-Amino Alcohols 270
2 2A 2 From 1,2-Amino Halides 278
2 2A 3 From 1,2-Azido Alcohols 282
2 2AA From 1,2-Amino Sulfides and 1,2-Amino Selenides 285
2245 From Epoxides 286
225 Miscellaneous Reactions 287
2 3 Aziridination Based on the Use of Chiral Catalysts 296
231 Aziridination via Nitrene Transfer to Alkenes 296
2311 Cu-Catalyzed Aziridination 296
2312 Rh-Catalyzed Aziridination 310
2313 Ru-Catalyzed Aziridination 312
2314 Catalysis by Other Metals 314
2315 Organocatalyzed Aziridination 318
232 Aziridination via Carbene Transfer to Imines 332
2321 Carbene Methodology 332
2 3 22 Sulfur-Ylide-Mediated Aziridination 350
233 Miscellaneous Reactions 353
234 Kinetic Resolutions of Aziridines 357
2 4 Conclusions 363
References 364
3 Asymmetric Epoxidation 379
3 1 Introduction 379
3 2 Asymmetric Epoxidations Based on the Use
of Chiral Auxiliaries 380
3 3 Asymmetric Metal-Catalyzed Epoxidations 381
331 Ti-, Zr-, Hf-Catalyzed Epoxidations 381
332 V-, Nb-, Ta-Catalyzed Epoxidations 391
333 Cr-, Mo-, W-Catalyzed Epoxidations 397
334 Mn-, Re-, Fe-, Ru-Catalyzed Epoxidations 400
335 Pt-, Zn-, Lanthanoid-Catalyzed Epoxidations 412
3 4 Asymmetric Organocatalyzed Epoxidations 419
341 Phase-Transfer Catalyst 419
342 Polyamino Acids and Aspartate-Derived Peracids 423
343 Chiral Dioxiranes, Iminium Salts, and Alkyl Hydroperoxides 431
344 Chiral Amines 447
3 5 Kinetic Resolution of Racemic Epoxides 468
3 6 Asymmetric Sulfur-Ylide-Mediated Epoxidations 480
3 7 Asymmetric Darzens-Type Epoxidations 489
371 Chiral Auxiliary-and Reagent-Mediated Darzens Reactions 489
372 Catalytic Asymmetric Darzens Reactions 492
3 8 Other Ylide-Mediated Epoxidations 503
3 9 Asymmetric Biocatalyzed Synthesis of Epoxides 505
3 10 Conclusions 512
References 514
4 Asymmetric Oxaziridination 539
4 1 Introduction 539
4 2 Oxaziridination Using Chiral Substrates 540
4 3 Oxaziridination Using Chiral Catalysts 544
4 4 Kinetic Resolutions 551
4 5 Conclusions 554
References 555
5 Asymmetric Azirination and Thiirination 559
5 1 Introduction 559
5 2 Asymmetric Azirination 559
521 Neber Approaches 560
522 Elimination Approaches 565
523 Other Approaches 569
5 3 Asymmetric Thiirination 570
531 Conversion of Epoxides 571
viii Contents
532 Condensation of Sulfur-Stabilized Carbanions to Carbonyl
Compounds 572
533 Intramolecular Nucleophilic Substitution 574
534 Miscellaneous Reactions 576
5 4 Conclusions 577
References 579
|
| any_adam_object | 1 |
| author | Pellissier, Hélène Lattanzi, Alessandra Dalpozzo, Renato 1957- |
| author_GND | (DE-588)1097416917 (DE-588)1136577564 (DE-588)113657784X |
| author_facet | Pellissier, Hélène Lattanzi, Alessandra Dalpozzo, Renato 1957- |
| author_role | aut aut aut |
| author_sort | Pellissier, Hélène |
| author_variant | h p hp a l al r d rd |
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| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547/.2 |
| dewey-search | 547/.2 |
| dewey-sort | 3547 12 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie |
| format | Electronic eBook |
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| indexdate | 2024-07-10T07:49:15Z |
| institution | BVB |
| isbn | 9783527802012 9783527802036 9783527802029 9783527802043 |
| language | English |
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| physical | 1 Online-Ressource (xv, 590 Seiten) Illustrationen |
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| spelling | Pellissier, Hélène Verfasser (DE-588)1097416917 aut Asymmetric synthesis of three-membered rings Hélène Pellissier, Alessandra Lattanzi and Renato Dalpozzo Weinheim Wiley-VCH [2017] 1 Online-Ressource (xv, 590 Seiten) Illustrationen txt rdacontent c rdamedia cr rdacarrier Asymmetric Cyclopropanation -- Asymmetric Aziridination -- Asymmetric Epoxidation -- Asymmetric Oxaziridination -- Asymmetric Azirination and Thiirination. - Includes bibliographical references and index SCIENCE / Chemistry / Organic bisacsh Chemie Organic compounds / Synthesis Asymmetric synthesis Chirality Catalysis Dreiringverbindungen (DE-588)4336494-9 gnd rswk-swf Asymmetrische Synthese (DE-588)4135603-2 gnd rswk-swf Dreiringverbindungen (DE-588)4336494-9 s Asymmetrische Synthese (DE-588)4135603-2 s DE-604 Lattanzi, Alessandra Verfasser (DE-588)1136577564 aut Dalpozzo, Renato 1957- Verfasser (DE-588)113657784X aut Erscheint auch als Druck-Ausgabe 978-3-527-34114-6 https://onlinelibrary.wiley.com/doi/book/10.1002/9783527802029 Verlag URL des Erstveröffentlichers Volltext HEBIS Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=029708507&sequence=000001&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Pellissier, Hélène Lattanzi, Alessandra Dalpozzo, Renato 1957- Asymmetric synthesis of three-membered rings SCIENCE / Chemistry / Organic bisacsh Chemie Organic compounds / Synthesis Asymmetric synthesis Chirality Catalysis Dreiringverbindungen (DE-588)4336494-9 gnd Asymmetrische Synthese (DE-588)4135603-2 gnd |
| subject_GND | (DE-588)4336494-9 (DE-588)4135603-2 |
| title | Asymmetric synthesis of three-membered rings |
| title_auth | Asymmetric synthesis of three-membered rings |
| title_exact_search | Asymmetric synthesis of three-membered rings |
| title_full | Asymmetric synthesis of three-membered rings Hélène Pellissier, Alessandra Lattanzi and Renato Dalpozzo |
| title_fullStr | Asymmetric synthesis of three-membered rings Hélène Pellissier, Alessandra Lattanzi and Renato Dalpozzo |
| title_full_unstemmed | Asymmetric synthesis of three-membered rings Hélène Pellissier, Alessandra Lattanzi and Renato Dalpozzo |
| title_short | Asymmetric synthesis of three-membered rings |
| title_sort | asymmetric synthesis of three membered rings |
| topic | SCIENCE / Chemistry / Organic bisacsh Chemie Organic compounds / Synthesis Asymmetric synthesis Chirality Catalysis Dreiringverbindungen (DE-588)4336494-9 gnd Asymmetrische Synthese (DE-588)4135603-2 gnd |
| topic_facet | SCIENCE / Chemistry / Organic Chemie Organic compounds / Synthesis Asymmetric synthesis Chirality Catalysis Dreiringverbindungen Asymmetrische Synthese |
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