Carbocation chemistry is not only fundamental to the advancement of organic chemistry, it also has found widespread applications in organic synthesis. It is not an exaggeration to say that carbocation chemistry is part of the foundation of organic chemistry. Carbocation Chemistry: Applications in Organic Synthesis provides a panoramic view of carbocation chemistry with an emphasis on synthetic applications.

This book is an invaluable tool for organic, medicinal and analytical chemists, including those working in biochemistry as well as the petroleum, plastics and pharmaceutical industries. It is also suitable for upper level undergraduates and graduates in organic chemistry, biochemistry and medicinal chemistry.

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Organic chemistry is the science of carbon-containing compounds. There are four major types of reactive intermediates in organic chemistry: carbocations, carboanions, radicals and carbenes. Therefore, carbocation chemistry is not only fundamental to the advancement of organic chemistry, it also has found widespread applications in organic synthe
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Chapter 1. Introduction



  1. Nomenclature, Structure, and Stability


  2. Generation of Carbocations


  3. The Non-Classical Ion Controversy


  4. Electrophilic Addition to Alkenes


  5. Electrophilic Aromatic Substitution


  6. Elimination reactions


  7. Rearrangement Reactions of Carbocations


  8. References

Chapter 2. Nucleophilic Aliphatic Substitution – SN1



  1. Introduction


  2. -Activated Alcohols—Brønsted Acids


  3. -Activated Alcohols—Lewis Acids


  4. Alkylation of Aldehydes and Ketones


  5. Glycosylation


  6. Friedel–Crafts Alkylation and Acylation


  7. Electrophilic Fluorination Using Fluoronium Ion


  8. Miscellaneous SN1-related Reactions


  9. References

Chapter 3. Nucleophilic Aliphatic Substitution – SN2



  1. Construction of Quaternary Stereogenic Centers


  2. Sulfur Chemistry


  3. Organometallic Chemistry


  4. Macrocyclization


  5. Glycosylation


  6. Nucleoside Analogues


  7. N-Alkylation


  8. Cyclotetraphosphazenes


  9. Conformationally Locked Tetrahydropyran Ring


  10. The Ionic Liquid Effect


  11. Silver Chemistry


  12. References

Chapter 4. Electrophilic Addition to Alkenes



  1. Introduction


  2. Cyclopropanation


  3. Hydroboration/Oxidation


  4. The Pauson–Khand Reaction


  5. Prins Reaction


  6. Schmidt Reaction


  7. Halogenation


  8. Oxymercuration/Reduction


  9. Epoxidation


  10. Gold-Catalyzed Alkyne Hydration


  11. Conclusion


  12. References

Chapter 5. Electrophilic Aromatic Substitution



  1. Introduction


  2. Nitration


  3. Halogenation


  4. Friedel–Crafts Alkylation


  5. Friede
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Produktdetaljer

ISBN
9780367873462
Publisert
2019-12-10
Utgiver
Vendor
CRC Press
Vekt
410 gr
Høyde
234 mm
Bredde
156 mm
Aldersnivå
UP, UU, 05
Språk
Product language
Engelsk
Format
Product format
Heftet
Antall sider
224

Redaktør

Biographical note

Jie Jack Li earned his Ph.D. in organic chemistry in 1995 at Indiana University. After a stint as a postdoctoral fellow at MIT, he worked as a medicinal chemist at Pfizer and Bristol-Myers Squibb from 1997 to 2012. Since then he has been an Associate Professor of Chemistry at the University of San Francisco teaching organic and medicinal chemistry. He has published 23 books ranging from organic and medicinal chemistry, to the history of drug discovery.