Preface to the first edition
Preface to the third edition
1 Formation of carbon-carbon single bonds
1.1. Alkylation: importance of enolate anions
1.2. Alkylation of relatively acidic methylene groups
1.3. y-Alkylation of 1,3-dicarbonyl compounds; dianions in synthesis
1.4. Alkylation of ketones
1.5. The enamine and related reactions
1.6. Alkylation of a-thio and a-seleno carbanions
1.7. Umpolung (dipole inversion)
1.8. The aldol reaction
1.9. Allylic alkylation of alkenes
1.10. The dihydro-l,3-oxazine synthesis of aldehydes and ketones
1.11. Coupling of organonickel and organocopper com- plexes
1.12. Reactions of lithium organocuprates: copper-cata-lysed reactions of Grignard reagents
1.13. Synthetic applications of carbenes and carbenoids
1.14. Formation of carbon-carbon bonds by addition of free radicals to alkenes
1.15. Some photocyclisation reactions
2 Formation of carbon--carbon double bonds
2.1. β-Elimination reactions
2.2. Pyrolytic syn eliminations
2.3. Sulphoxide-sulphenate rearrangement; synthesis of allyl alcohols
2.4. The Wittig and related reactions
2.5. Alkenes from sulphones
2.6. Decarboxylation of β-lactones
2.7. Stereoselective synthesis of tri- and tetra- substituted alkenes
2.8. Fragmentation reactions
2.9. Oxidative decarboxylation of carboxylic acids
2.10. Alkenes from arylsuiphonylhydrazones
2.11. Stereospecific synthesis from 1,2-diols
2.12. Claisen rearrangement of allyl vinyl ethers
2.13. Reductive dimerisation of carbonyl compounds
3 The Diels-Alder and related reactions
3.1. General
3.2. The dienophile - heterodienophiles, oxygen as a dienophile
3.3. The diene - acyclic dienes, heterodienes, 1,2-dimethylenecycloalkanes, vinylcycloalkenes and vinylarenes, aromatic hydrocarbons, cyclic dienes, cyclopentadienones and ortho-quinones, furans
3.4. Intramolecular Diels-Alder reactions
3.5. The retro Diels-Alder reaction
3.6. Catalysis by Lewis acids
3.7. Regiochemistry of the Diels-AIder reaction
3.8. "Stereochemistry of the Diels-Alder reaction
3.9. Asymmetric Diels-Alder reactions
3.10. Mechanism of the Diels-Aider reaction
3.11. Photosensitised Diels-Alder reactions
3.12. The erie reaction
3.13. Cyclo-addition reactions with allyl cations and allyl anions
3.14. 1,3-Dipolar cyclo-addition reactions
4 Reactions at uaactivated C--H bonds
4.1. The Hoffmann-Loeffler-Freytag reaction
4.2. Cyclisation reactions of nitrenes
4.3. The Barton reaction and related processes - photoly-sis of organic nitrites and hypohalites, photolysis of N-nitrosoamides
4.4. Reaction of monohydric alcohols with lead tetra-acetate
4.5. Miscellaneous reactions - unsaturated alcohols from hydroperoxides, cyclobutanols by photolysis of ketones, long-range functionalisation of unacti-vated carbons on the steroid nucleus
5 Cynthetic applications of organoboranes and organosilanes
6 Oxidation
7 Reduction
References
Index