Contents:
PREFACE
PART 1
INTRODUCTION TO PART 1 ... 3
CHAPTER 1- CHEMICLA THERMODYNAMICS ... 5
CHAPTER 2- MOLECULAR STRUCTURE ... 20
CHAPTER 3- CHEMICAL KINETICS ... 52
CHAPTER 4- MECANISM ... 71
CHAPTER 5- STEREOCHEMISTY ... 134
PART 2
INTRODUCTION TO PART 2 ... 179
CAHPTER 6- FORMATION OF CARBON-CARBON BONDS: BASE-CATALYSED REACTIONS ... 184
CHAPTER 7- FORMATION OF ALIPHATIC CARBON-CARBON BONDS: ACID-CATALYZED REACTIONS ... 206
CHAPTER 8- FORMATION OF ALIPHATIC CARBON-CARBON BONDS: ACID CATALYZED REACTIONS ... 251
CHAPTER 9- PERICYCLIC REACTIONS ... 270
CHAPTER 10- FORMATION OF ALIPHATIC CARBON-NITROGEN BONDS ... 299
CHAPTER 11- ELECTROPHILIC AROMATIC SUBSTITUTION ... 344
CHAPTER 12- NUCLEOPHILIC AROMATIC SUBSTITUTION ... 396
CHAPTER 13- AROMATIC DIAZONIUM SALT ... 409
CHAPTER 14- MOLECULAR REARRAGEMENTS ... 429
CHAPTER 15- REAGENTS CONTANIG PHOSPHORUS, SULFUR, SILICON OR BORON ... 458
CHAPTER 16- PHOTOQUEMICAL REACTIONS ... 594
CHAPTER 17- FREE-RADICAL REACTIONS ... 523
CHAPTER 18- ORGANOTRANSITION METAL REAGENTS ... 564
CHAPTER 19- OXIDATION ... 587
CHAPTER 20- REDUCTION ... 629
CHAPTER 21- THE SYNTHESIS OF FIVE- AND SIX- MEMBERED HETEROCYCLIC COMPOUNDS ... 676
CHAPTER 22- THE SYNTHESIS OF SOME NATURALLY OCURRING COMPOUNDS ... 728
INDEX
R. O. C. Norman and J. M. Coxon
The purpose of this book is to show how mechanistic principles can be
applied both to acquiring a knowledge of organic synthesis processes and
to planning the construction of organic compounds. It is designed for
those who require a board understanding of the subject.
The book is in two parts. In Part 1, reaction mechanism is set in its
wider context of the basic principles and concepts that underlie
chemical reactions: chemical thermodynamics, structural theory, theories
of reaction kinetics, mechanism itself, and stereochemistry.
In Part 2, these principles and concepts are applied to the formation of
particular types of bonds, groupings, and compounds: for example, how
small molecules can be built on to give larger ones by construction of new carbon-carbon
bonds, or how one functional group can be transformed into another. The
final chapter in Part 2 describes the planning and detailed execution of
the multi-step syntheses of several complex naturally occurring
compounds.
There have been numerous important developments since the second edition
of this book was published 15 years ago, and every chapter has been
brought up to date to include them. Among the more notable are: the
stereochemical control of reactions, reflecting the need to synthesize
efficiently compounds with several asymmetric centers: the use of
organotransition-metal reagents, leading to a new chapter; the
exploitation of lithium diisopropylamide(LDA) as a base in the formation
of new C-C bonds; free-radical reactions for the synthesis of C-C bonds;
uses of organosilicon compounds; and subtle new protective and
condensing reagents in polypeptides synthesis.
The text is extensively cross-referenced and a detailed index is
included.
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