Carbanions in organic synthesis:
Saved in:
| Main Author: | |
|---|---|
| Format: | Book |
| Language: | English |
| Published: |
New York
Wiley
1979
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| Series: | A Wiley-Interscience publication
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| Subjects: | |
| Online Access: | Inhaltsverzeichnis |
| Physical Description: | XI, 247 S. |
| ISBN: | 047102953X |
Staff View
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Record in the Search Index
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| adam_text | Titel: Carbanions in organic synthesis
Autor: Stowell, John C
Jahr: 1979
Contents Chapter 1 Preparation of Carbanions 1 1.1 Reaction of Alkyl and Aryl Halides with Metals, 3 1.1.1 Lithium, 3 1.1.2 Magnesium, 4 1.1.3 Zinc, 5 1.2 Alkali Metal Reduction of C-H Compounds, 5 1.3 Halogen-Metal and Metal-Metal Exchange, 6 1.4 Reaction of C-H Acids with Bases, 8 1.4.1 Equilibrium Acidities, 8 1.4.2 Kinetic Acidity, 10 1.4.3 Hydroxide Bases, 11 1.4.4 A Ikoxide Bases, 12 1.4.5 Lithium Dialkylamides, 13 1.4.6 Bis trimethylsilyamide Bases, 15 1.4.7 Lithium and Magnesium Reagents, 15 1.4.8 Miscellaneous Bases, 17 1.5 Reduction of Unsaturated Compounds, 18 Chapter 2 General Reaction Types 21 2.1 Protonation, 23 2.2 Alkylation of Carbanions, 26 2.3 Phenylation of Carbanions, 27 2.4 Acylation of Carbanions, 28 vii
CONTENTS 2.5 Addition of Carbanions to Carbonyl Groups, Nitriles, andlmines, 29 2.6 Conjugate Addition of Carbanions, 31 2.7 Addition to Acetylenes and Dienes, 35 2.8 Oxidation of Carbanions, 37 2.9 Miscellaneous Heteroatom Attachments, 41 2.9.1 Halogénation, 41 2.9.2 Amination, 42 2.9.3 Sulfenylation, 42 2.9.4 Se le nation, 44 2.9.5 Phosphorylation, 44 Chapter 3 Carbanions Without Heteroatom Stabilization, 47 3.1 Organolithium, Magnesium, and Sodium Reagents, 50 3.1.1 Alkylation, 50 3.1.2 Acylation, 53 3.1.3 Addition to C-O and C-N tt Bonds, 56 3.2 Organocadmium, Zinc, Rhodium, and Manganese Reagents, 60 3.3 Organocopper Reagents, 63 3.3.1 Alkylation, 63 3.3.2 Acylation, 68 3.3.3 Conjugate Addition, 69 3.4 Acetylide Anions, 76 3.5 Tr-AllylnickeKI) Halides, 79 Chapter 4 Carbanions Stabilized by a-Heteroatoms 81 4.1 a-Halocarbanions, 83 4.2 Carbanions Bearing a-Oxygen, 86 4.3 a-Thiocarbanions, 90 4.4 Sulfoxide a-Carbanions, 94 4.5 Sulfone a-Carbanions, 97 4.5.1 Alkylation, 98 4.5.2 Acylation, 101 4.5.3 Addition, 101 4.5.4 Conjugate Addition, 102 4.6 Thioacetal Carbanions, Including Vinylogs and Oxides, 103 4.7 Selenide and Selenoxide a-Anions, 110
CONTENTS ix 4.8 Sulfur Ylids, 111 4.9 Phosphorus Ylids, 115 4.9.1 Addition—elimination, 116 4.9.2 Alkylation, 119 4.9.3 Acylation, 120 4.9.4 Conjugate Addition, 121 4.10 Iminocarbanions, 123 Chapter 5 Carbanions Stabilized by tt Conjugation with 125 one Heteroatom 5.1 Ketone Enolate Anions, 128 5.1.1 Alkylation, 129 5.1.2 Acylation, 137 5.1.3 Addition, 138 5.1.4 Conjugate Addition, 141 5.2 Aldehyde Enolate Anions, 143 5.2.1 Alkylation, 143 5.2.2 Addition, 144 5.3 Ester Enolate Anions, 144 5.3.1 Alkylation, 145 5.3.2 Acylation, 148 5.3.3 Addition, 151 5.3.4 Conjugate Addition, 155 5.4 Carboxylic Acid a-Anions, 157 5.4.1 Alkylation, 157 5.4.2 Acylation, 158 5.4.3 Addition, 159 5.5 Amide a-Anions, 161 5.5.1 Alkylation, 161 5.5.2 Acylation, 163 5.5.3 Addition, 163 5.6 Nitrile a-Anions, 164 5.6.1 Alkylation, 164 5.6.2 Acylation, 167 5.6.3 Addition, 168
5.6.4 Conjugate Addition, 169 5.7 Imine a- Anions, 171 5.7.1 Alkylation, 171 5.7.2 Acylation, 173 5.7.3 Addition, 174 5.8 Hydrazone a- Anions, 175 5.8.1 Alkylation, 175 5.8.2 Addition, 176 5.8.3 Conjugate Addition, 111 5.9 Heterocyclic Analogs of Iminoester a-Enolate Anions, 177 5.9.1 Dihydro-1,3-Oxazines, 177 5.9.2 2-Thiazolines, 180 5.9.3 2-Oxazolines, 181 5.10 Phosphonate Carbanions, 182 Chapter 6 Carbanions Stabilized by tt Conjugation with Two Heteroatoms 6.1 Malonic Acid and Esters, 192 6.1.1 Alkylation, 192 6.1.2 Acylation, 194 6.1.3 Addition — Elimination, 196 6.1.4 Conjugate Addition, 197 6.2 /3-Keto Esters, 198 6.2.1 Alkylation, 198 6.2.2 Acylation, 202 6.2.3 Addition, 203 6.2.4 Conjugate Addition, 204 6.3 /3-Keto Aldehydes and Diketones, 205 6.3.1 Alkylation, 205 6.3.2 Addition, 207 6.3.3 Conjugate Addition, 208 6.4 Activated Nitriles, 210 6.5 a-Nitro Carbanions (Nitronate Anions), 212 CONTENTS 189
CONTENTS xi 6 . 5.1 6 . 5.2 6 . 5.3 6 . 5.4 Alkylation, 213 Acylation, 214 Addition, 214 Conjugate Addition, 215 References 217 Carbanion Equivalent Index 239 General Index 243
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| id | DE-604.BV006100072 |
| illustrated | Not Illustrated |
| indexdate | 2024-07-09T16:40:17Z |
| institution | BVB |
| isbn | 047102953X |
| language | English |
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| physical | XI, 247 S. |
| psigel | TUB-nveb |
| publishDate | 1979 |
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| publisher | Wiley |
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| series2 | A Wiley-Interscience publication |
| spelling | Stowell, John C. Verfasser aut Carbanions in organic synthesis John C. Stowell New York Wiley 1979 XI, 247 S. txt rdacontent n rdamedia nc rdacarrier A Wiley-Interscience publication Carbanions Composés organiques - Synthèse Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd rswk-swf Präparative organische Chemie (DE-588)4121505-9 gnd rswk-swf Carbanion (DE-588)4147276-7 gnd rswk-swf Präparative organische Chemie (DE-588)4121505-9 s Carbanion (DE-588)4147276-7 s DE-604 Organische Synthese (DE-588)4075695-6 s HBZ Datenaustausch application/pdf http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=003852907&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA Inhaltsverzeichnis |
| spellingShingle | Stowell, John C. Carbanions in organic synthesis Carbanions Composés organiques - Synthèse Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd Präparative organische Chemie (DE-588)4121505-9 gnd Carbanion (DE-588)4147276-7 gnd |
| subject_GND | (DE-588)4075695-6 (DE-588)4121505-9 (DE-588)4147276-7 |
| title | Carbanions in organic synthesis |
| title_auth | Carbanions in organic synthesis |
| title_exact_search | Carbanions in organic synthesis |
| title_full | Carbanions in organic synthesis John C. Stowell |
| title_fullStr | Carbanions in organic synthesis John C. Stowell |
| title_full_unstemmed | Carbanions in organic synthesis John C. Stowell |
| title_short | Carbanions in organic synthesis |
| title_sort | carbanions in organic synthesis |
| topic | Carbanions Composés organiques - Synthèse Organic compounds Synthesis Organische Synthese (DE-588)4075695-6 gnd Präparative organische Chemie (DE-588)4121505-9 gnd Carbanion (DE-588)4147276-7 gnd |
| topic_facet | Carbanions Composés organiques - Synthèse Organic compounds Synthesis Organische Synthese Präparative organische Chemie Carbanion |
| url | http://bvbr.bib-bvb.de:8991/F?func=service&doc_library=BVB01&local_base=BVB01&doc_number=003852907&sequence=000002&line_number=0001&func_code=DB_RECORDS&service_type=MEDIA |
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