Carbocation Chemistry

Applications in Organic Synthesis

Buch | Hardcover

208 Seiten

2016
Crc Press Inc (Verlag)
978-1-4987-2908-6 (ISBN)

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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.

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.

Chapter 1. Introduction

Nomenclature, Structure, and Stability
Generation of Carbocations
The Non-Classical Ion Controversy
Electrophilic Addition to Alkenes
Electrophilic Aromatic Substitution
Elimination reactions
Rearrangement Reactions of Carbocations
References

Chapter 2. Nucleophilic Aliphatic Substitution – SN1

Introduction
-Activated Alcohols—Brønsted Acids
-Activated Alcohols—Lewis Acids
Alkylation of Aldehydes and Ketones
Glycosylation
Friedel–Crafts Alkylation and Acylation
Electrophilic Fluorination Using Fluoronium Ion
Miscellaneous SN1-related Reactions
References

Chapter 3. Nucleophilic Aliphatic Substitution – SN2

Construction of Quaternary Stereogenic Centers
Sulfur Chemistry
Organometallic Chemistry
Macrocyclization
Glycosylation
Nucleoside Analogues
N-Alkylation
Cyclotetraphosphazenes
Conformationally Locked Tetrahydropyran Ring
The Ionic Liquid Effect
Silver Chemistry
References

Chapter 4. Electrophilic Addition to Alkenes

Introduction
Cyclopropanation
Hydroboration/Oxidation
The Pauson–Khand Reaction
Prins Reaction
Schmidt Reaction
Halogenation
Oxymercuration/Reduction
Epoxidation
Gold-Catalyzed Alkyne Hydration
Conclusion
References

Chapter 5. Electrophilic Aromatic Substitution

Introduction
Nitration
Halogenation
Friedel–Crafts Alkylation
Friedel–Crafts Acylation
Applications of Friedel–Crafts Reaction on Total Synthesis
Miscellaneous Electrophilic Aromatic Substitution Reactions
References

Chapter 6. Fragmentation and Rearrangement Reactions

Claisen Rearrangements
Cope Rearrangements
Cope Rearrangements
Aldehyde (or Ketone) Formation Rearrangements
Carboxylic Acid Formation Rearrangements
Alcohol Formation Rearrangements
Amine Formation Rearrangement
Amides
Hydrocarbon Rearrangements
Oxacyclic, Carbocyclic, Oxazoles, Tetrahydrapuran and Tetrahydropuran Formation Rearrangements
Rearrangements resulting in less common functional groups
Fragmentations
References

Erscheinungsdatum	25.05.2016
Reihe/Serie	New Directions in Organic & Biological Chemistry
Zusatzinfo	379 Illustrations, black and white
Verlagsort	Bosa Roca
Sprache	englisch
Maße	156 x 234 mm
Gewicht	453 g
Themenwelt	Medizin / Pharmazie ► Medizinische Fachgebiete
	Naturwissenschaften ► Biologie ► Biochemie
	Naturwissenschaften ► Chemie ► Analytische Chemie
	Naturwissenschaften ► Chemie ► Organische Chemie
ISBN-10	1-4987-2908-8 / 1498729088
ISBN-13	978-1-4987-2908-6 / 9781498729086
Zustand	Neuware