Francesco Fringuelli, Aldo Taticchi The Diels Alder reaction selected practical methods.pdf

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The Diels±Alder Reaction: Selected Practical Methods
Edited by Francesco Fringuelli and Aldo Taticchi
Copyright
#
2002 John Wiley & Sons, Ltd
ISBNs: 0-471-80343-X (Hardback); 0-470-84581-3 (Electronic)
The Diels±Alder Reaction
The Diels±Alder Reaction: Selected Practical Methods
Edited by Francesco Fringuelli and Aldo Taticchi
Copyright
#
2002 John Wiley & Sons, Ltd
ISBNs: 0-471-80343-X (Hardback); 0-470-84581-3 (Electronic)
The Diels±Alder
Reaction
Selected Practical
Methods
Francesco Fringuelli
Á
Universita degli Studi di Perugia, Italy
Aldo Taticchi
Á
Universita degli Studi di Perugia, Italy
The Diels±Alder Reaction: Selected Practical Methods
Edited by Francesco Fringuelli and Aldo Taticchi
Copyright
#
2002 John Wiley & Sons, Ltd
ISBNs: 0-471-80343-X (Hardback); 0-470-84581-3 (Electronic)
Copyright
#
2002 John Wiley & Sons, Ltd
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Library of Congress Cataloging-in-Publication Data
Fringuelli, Francesco.
The Diels Alder reaction: selected practical methods / Francesco Fringuelli, Aldo Taticchi.
p. cm.
Includes bibliographical references and index.
ISBN 0-471-80343-X (acid-free paper)
1. Diels-Alder reaction. I. Taticchi, Aldo. II. Title.
QD281.R5 F75 2002
547
0
.2Ðdc21
British Library Cataloguing in Publication Data
A catalogue record for this book is available from the British Library
ISBN 0-471-80343-X
Typeset in 10/12pt Times by Kolam Information Services Pvt. Ltd, Pondicherry, India.
Printed and bound in Great Britain by Biddles Ltd, Guildford, Surrey.
This book is printed on acid-free paper responsibly manufactured from sustainable forestry, in
which at least two trees are planted for each one used for paper production.
2001024910
to our wives
The Diels±Alder Reaction: Selected Practical Methods
Edited by Francesco Fringuelli and Aldo Taticchi
Copyright
#
2002 John Wiley & Sons, Ltd
ISBNs: 0-471-80343-X (Hardback); 0-470-84581-3 (Electronic)
Contents
Preface
Abbreviations and Acronyms
1
Diels±Alder Reaction: General Remarks
1.1 Introduction
1.2 Diene and Dienophile
1.3 Pericyclic Diels±Alder Reaction
1.4 Ionic and Radical Diels±Alder Reactions
1.5 Regiochemistry
1.6 Stereochemistry
1.7 Retro Diels±Alder Reaction
1.8
Homo-Diels±Alder
Reaction
1.9 Multiple Diels±Alder Reaction
1.10 Theory
1.10.1 Reactivity and Substituent Effects
1.10.2 Regioselectivity
1.10.3 Stereoselectivity
References
Thermal Diels±Alder Reaction
2.1 Introduction
2.2 Carbon Diels±Alder Reactions
2.2.1 Open-Chain Dienes
2.2.2 Cyclopentadienes and Cyclohexadienes
2.2.3 Heterocyclic Dienes
2.2.4 Outer-Ring Dienes
2.2.5 Inner-Outer-Ring Dienes
2.2.6 Across-Ring Dienes
2.3
Hetero-Diels±Alder
Reactions
2.3.1 Heterodienes
2.3.2 Heterodienophiles
2.4 Intramolecular Diels±Alder Reaction
2.5 Outlined Diels±Alder Reactions
References
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