Name: A Fragrant Introduction to Terpenoid Chemistry - Gadgets Village
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Terpenoids play an important part in all our lives, from Vitamin A and hormones to perfumes and pharmaceuticals. This book provides an introduction to terpenoid chemistry, concentrating on the lower terpenoids, but the basic principles taught are also the foundation for the chemistry of the higher terpenoids. Coverage includes: the biogenesis of terpenoids; some of the history of the field; the principles of structural determination; and the importance of stereochemistry and stereoselective synthesis. Carbocation chemistry is introduced, as are the principles of total and partial synthesis. Finally, industrial chemistry (both discovery chemistry and chemical process development) is discussed, using the volatile terpenoids of perfumery to illustrate basic concepts. Ideal as both an introduction to terpenoid chemistry and as a refresher course, A Fragrant Introduction to Terpenoid Chemistry, with its real-life problems and appreciation of the relevance of chemistry to everyday life, will prove invaluable to students, lecturers and industrialists alike.

Review

“… a revelation … an ideal accompaniment to the standard organic chemistry texts for final-year undergraduates … plenty to maintain the interest of the industry chemist in terms of discovery chemistry, product formulation and the like …” ―
Chemistry World, February 2004, p 51

“… an excellent introduction to this important class of chemicals … use this book as the first step on a fascinating road of discovery of the chemistry of natural products. ” ―
Chemistry & Industry, Issue 10, 17 May 2004, p 27

A Fragrant Introduction to Terpenoid Chemistry

By Charles S Sell
The Royal Society of Chemistry

ISBN: 978-0-85404-681-2

Contents

Acknowledgements, xvii,
Chapter 1 Background, 1,
Chapter 2 Biosynthesis, 19,
Chapter 3 Linear and Monocyclic Monoterpenoids, 43,
Chapter 4 Menthol and Carvone, 65,
Chapter 5 Bicyclic Monoterpenoids, 97,
Chapter 6 Precious Woods, 135,
Chapter 7 Other Woody Odorants, 177,
Chapter 8 Degradation Products, 229,
Chapter 9 Commercial Production of Terpenoids, 269,
Chapter 10 Discovery and Design of Novel Molecules, 309,
Bibliography,
Problems, 351,
Solutions to Problems, 369,
Subject Index, 395,
Author Index, 409,

CHAPTER 1
Background

I do not know what I may appear to the outside world, but to myself I seem to have been like a boy playing on the sea-shore, and diverting myself in now and then finding a smoother pebble or a prettier shell than ordinary, whilst the great ocean of truth lay all undiscovered before me.
Isaac Newton
Using a simple five carbon building block, nature creates an array of terpenoid chemicals with an infinite variety of structural variation and vast range of biological functions. Such a cornucopia cannot but leave the terpene chemist feeling as Newton did.

KEY POINTS
The simple isoprene unit is the basis of an enormous range and a variety of chemical structures which we know as terpenoids.
In nature, terpenoids serve a variety of purposes including defence, signalling and as key agents in metabolic processes.
Terpenoids have been used in perfumery, cosmetics and medicine for thousands of years and are still extracted from natural sources for these uses.

1.1 DEFINITIONS AND CLASSIFICATION
Plants and animals produce an amazingly diverse range of chemicals. Most of these are based on carbon and so the chemistry of carbon came to be known as organic chemistry, i.e. the chemistry of living organisms, the chemistry of life. These chemical products of plants and animals can be classified into primary and secondary metabolites. Primary metabolites are those which are common to all species and can be sub-divided into proteins, carbohydrates, lipids and nucleic acids. These four groups of materials are defined according to the chemical structures of their members.