Organic Synthesis: Strategy and ControlISBN: 978-0-471-92963-5
Paperback
928 pages
May 2007
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A: Introduction: Selectivity.
1. Planning Organic Syntheses: Tactics, Strategy, and Control.
2. Chemoselectivity.
3. Regioselectivity: Controlled Aldol Reactions.
4. Stereoselectivity: Stereoselective Aldol Reactions.
5. Alternative Strategies for Enone Synthesis.
6. Choosing a Strategy : The Synthesis of cyclopentenones.
B: Making Carbon-Carbon Bonds.
7. The Ortho Strategy for Aromatic Compounds.
8. ´-Complexes of Metals.
9. Controlling the Michael Reaction.
10. Specific Enol Equivalents.
11. Extended Enolates.
12. Allyl Anions.
13. Homoenolates.
14. Acyl Anion Equivalents.
C: Carbon-Carbon Double Bonds.
15. Synthesis of Double Bonds of Defined Stereochemistry.
16. Stereo-Controlled Vinyl Anion Equivalents.
17. Electrophilic Attack on Alkenes.
18. Vinyl Cations: Palladium-Catalysed C-C Coupling.
19. Allyl Alcohols: Allyl Cation Equivalents (and More).
D: Stereochemistry.
20. Control of Stereochemistry -- Introduction.
21 Controlling Relative Stereochemistry.
22. Resolution.
23. The Chiral Pool.
24. Asymmetric Induction I: Reagent-Based Strategy.
25. Asymmetric Induction II: Asymmetric Catalysis: Formation of C-O and C-N Bonds.
26. Asymmetric Induction III: Asymmetric Catalysis: Formation of C-H and C-C Bonds.
27. Asymmetric Induction IV: Substrate-Based Strategy.
28. Kinetic Resolution.
29. Enzymes: Biological Methods in Asymmetric Synthesis.
30. New Chiral Centres from Old.
31. Strategy of Asymmetric Synthesis.
E: Functional Group Strategy.
32. Functionalisation of Pyridine.
33. Oxidation of Aromatic Compounds, Enols and Enolates.
34. Functionality and Pericyclic Reactions: Nitrogen Heterocycles by Cycloadditions and Sigmatropic Rearrangements.
35. Synthesis and Chemistry of Azoles and other Heterocycles with Two or more Heteroatoms.
36. Tandem Organic Reactions.
General References.
Index.
1. Planning Organic Syntheses: Tactics, Strategy, and Control.
2. Chemoselectivity.
3. Regioselectivity: Controlled Aldol Reactions.
4. Stereoselectivity: Stereoselective Aldol Reactions.
5. Alternative Strategies for Enone Synthesis.
6. Choosing a Strategy : The Synthesis of cyclopentenones.
B: Making Carbon-Carbon Bonds.
7. The Ortho Strategy for Aromatic Compounds.
8. ´-Complexes of Metals.
9. Controlling the Michael Reaction.
10. Specific Enol Equivalents.
11. Extended Enolates.
12. Allyl Anions.
13. Homoenolates.
14. Acyl Anion Equivalents.
C: Carbon-Carbon Double Bonds.
15. Synthesis of Double Bonds of Defined Stereochemistry.
16. Stereo-Controlled Vinyl Anion Equivalents.
17. Electrophilic Attack on Alkenes.
18. Vinyl Cations: Palladium-Catalysed C-C Coupling.
19. Allyl Alcohols: Allyl Cation Equivalents (and More).
D: Stereochemistry.
20. Control of Stereochemistry -- Introduction.
21 Controlling Relative Stereochemistry.
22. Resolution.
23. The Chiral Pool.
24. Asymmetric Induction I: Reagent-Based Strategy.
25. Asymmetric Induction II: Asymmetric Catalysis: Formation of C-O and C-N Bonds.
26. Asymmetric Induction III: Asymmetric Catalysis: Formation of C-H and C-C Bonds.
27. Asymmetric Induction IV: Substrate-Based Strategy.
28. Kinetic Resolution.
29. Enzymes: Biological Methods in Asymmetric Synthesis.
30. New Chiral Centres from Old.
31. Strategy of Asymmetric Synthesis.
E: Functional Group Strategy.
32. Functionalisation of Pyridine.
33. Oxidation of Aromatic Compounds, Enols and Enolates.
34. Functionality and Pericyclic Reactions: Nitrogen Heterocycles by Cycloadditions and Sigmatropic Rearrangements.
35. Synthesis and Chemistry of Azoles and other Heterocycles with Two or more Heteroatoms.
36. Tandem Organic Reactions.
General References.
Index.
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