E-Book, Englisch, Band Volume 8, 382 Seiten, Web PDF
Carruthers Cycloaddition Reactions in Organic Synthesis
1. Auflage 2013
ISBN: 978-0-08-091232-5
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: 1 - PDF Watermark
E-Book, Englisch, Band Volume 8, 382 Seiten, Web PDF
Reihe: Tetrahedron Organic Chemistry
ISBN: 978-0-08-091232-5
Verlag: Elsevier Science & Techn.
Format: PDF
Kopierschutz: 1 - PDF Watermark
Demonstrates the wide scope of cycloaddition reactions, including the Diels-Alder reaction, the ene reaction, 1,3-dipolar cycloadditions and [2+2] cycloadditions in organic synthesis. The author, a leading exponent of the subject, illustrates the ways in which they can be employed in the synthesis of a wide range of carbocyclic and heterocyclic compounds, including a variety of natural products of various types. Special attention is given to intramolecular reactions, which often provide a rapid and efficient route to polycyclic compounds, and to the stereochemistry of the reactions, including recent and developing work on enantioselective synthesis.
Autoren/Hrsg.
Weitere Infos & Material
1;Front Cover;1
2;Cycloaddition Reactions in Organic Synthesis;4
3;Copyright Page;5
4;Table of Contents;8
5;Related Pergamon Titles of Interest;3
6;PREFACE;6
7;Dedication;7
8;CHAPTER 1. THE DIELS-ALDER REACTION - GENERAL ASPECTS;10
8.1;The Dienophile;11
8.2;Heterodienophiles;18
8.3;N-Sulphinylsulphonamides;28
8.4;Imines;30
8.5;Nitroso compounds;33
8.6;The Diene;36
8.7;Ortho-quinodimethanes (Ortho-xylylenes);46
8.8;Heterodienes;49
8.9;Reactions in Water;54
8.10;Reactions under High Pressure;58
8.11;Catalysis by Lewis Acids;59
8.12;Regiochemistry;63
8.13;Stereochemistry;65
8.14;Asymmetric Diels-Alder Reactions;70
8.15;The Retro Diels-Alder Reaction;81
8.16;References;85
9;CHAPTER 2. INTERMOLECULAR DIELS-ALDER REACTIONS;100
9.1;Stereoselectivity;100
9.2;Hetero-substituted Dienes and Dienophiles;105
9.3;Syntheses with Alkyloxy- and Silyloxy-dienes;109
9.4;aß-Unsaturated Carbonyl Compounds as Dienes;117
9.5;Imines as Dienophiles;120
9.6;Nitroso Compounds as Dienophiles; Synthesis of 4-Amino-alcohoIs;121
9.7;N-Sulphinylsulphonamides; Synthesis of Vicinal Amino-alcohols;125
9.8;Synthesis of Quinones;133
9.9;Retro Diels-Alder Reaction;140
9.10;References;143
10;CHAPTER 3. INTRAMOLECULAR DIELS-ALDER REACTIONS;149
10.1;Stereoselectivity;153
10.2;Diastereoselection;167
10.3;Synthesis of Terpenoids;171
10.4;Synthesis of Alkaloids;180
10.5;Heterodienes and Heterodienophiles;187
10.6;aß-Unsaturated Carbonyl compounds; synthesis of Cannabinoids;187
10.7;N-Acyl-1-azadíenes;192
10.8;Acylimines; synthesis of nitrogen heterocycles;194
10.9;Nitroso compounds;197
10.10;N-Sulphinyl compounds;199
10.11;ortho-Quinodimethanes; synthesis of steroids and lignanes;200
10.12;The Retro Reaction;208
10.13;References;210
11;CHAPTER 4. MISCELLANEOUS [4+2] CYCLOADDITIONS;218
11.1;Cycloadditon Reactions with Ally! Cations and Allyl Anions;218
11.2;Oxyallyl Cations;222
11.3;Pentadienyl Cations;228
11.4;Cycloadditions with Trimethylenemethane;230
11.5;Meta-Photocycloaddition to Benzene Derivatives;237
11.6;Cobalt-catalysed Trimerisation of Acetylenes;240
11.7;[4+4]-Cycloaddition of 1,3-Dienes;243
11.8;References.;246
12;CHAPTER 5. THE ENE REACTION;250
12.1;Hetero-ene Reactions;253
12.2;Intramolecular Ene Reactions;261
12.3;Diastereoselective Ene Reactions;265
12.4;Magnesio-ene Reactions;270
12.5;References;274
13;CHAPTER 6. 1,3-DIPOLAR CYCLOADDITION REACTIONS;278
13.1;Azomethine Ylides;283
13.2;Nitrile Oxides;294
13.3;Nitrones;307
13.4;Azides, Azomethine Imines and Diazoalkanes;323
13.5;References;330
14;CHAPTER 7. [2+2] CYCLOADDITION REACTIONS;341
14.1;Ketenes;341
14.2;[2+2] Photocycloaddition to Enones;356
14.3;The De Mayo Reaction;362
14.4;Copper-catalysed Photocycloaddition of Hepta-l,6-dienoIs;366
14.5;The Paternò-Büchi Reaction;368
14.6;References;372
15;INDEX;377
