Preface to the first edition
Preface to the fourth edition
1 Formation of carbon-carbon single bonds
1.1 Main-group chemistry
1.1.1 Alkylation of enolates and enamines
1.1.2 Conjugate addition reactions of enolates and enamines
1.1.3 The aldol reaction
1.1.4 Asymmetric methodology with enolates and enamines
1.1.5 Organolithium reagents
1.1.6 Organomagnesium reagents
1.1.7 Organozinc reagents
1.1.8 Allylic organometallics of boron, silicon and tin
1.2 Transition-metal chemistry
Problems
1.2.1 Organocopper reagents
1.2.2 Organochromium chemistry
1.2.3 Organocobalt chemistry
1.2.4 Organopalladium chemistry
2 Formation of carbon-carbon double bonds
2.1 B-Elimination reactions
2.2 Pyrolytic syn eliminations
2.3 Fragmentation reactions
2.4 Alkenes from hydrazones
2.5 Alkenes from 1,2-diols
2.6 Alkenes from alkynes
2.7 The Wittig and related reactions
2.8 Alkenes from sulfones
2.9 Alkenes using titanium or chromium reagents
2.10 Alkene metathesis reactions
Problems
3 Pericyclic reactions
3.1 The Diels-Alder cycloaddition reaction
3.1.1 The dienophile
3.1.2 The diene
3.1.3 Regiochemistry of the Diels-Alder reaction
3.1.4 Stereochemistry of the Diels-Alder reaction
3.1.5 Intramolecular Diels-Alder reactions
3.1.6 The retro Diels-Alder reaction
3.1.7 Asymmetric Diels-Alder reactions
3.2 [2+2] Cycloaddition reactions
3.3 Cycloaddition reactions with allyl cations and allyl anions
3.4 1,3-Dipolar cycloaddition reactions
3.5 The ene reaction
3.6 [3,3]-Sigmatropic rearrangements
3.6.1 The Cope rearrangement
3.6.2 The Claisen rearrangement
3.7 [2,3]-Sigmatropic rearrangements
3.8 Electrocyclic reactions
Problems
4 Radical and carbene chemistry
4.1 Radicals
4.1.1 Radical abstraction reactions
4.1.2 Radical addition reactions
4.2 Carbenes
Problems
5 Functionalization of alkenes
5.1 Hydroboration
5.1.1 Reactions of organoboranes
5.2 Epoxidation and aziridination
5.2.1 Epoxidation
5.2.2 Asymmetric epoxidation
5.2.3 Aziridination
……
6 Oxidation
7 Reduction
Answers to problems
Index