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I
Lutz F. Tietze, Gordon Brasche, and
Kersten M. Gericke
Domino Reactions
in Organic Synthesis
Domino Reactions in Organic Synthesis.
Lutz F. Tietze, Gordon Brasche, and Kersten M. Gericke
Copyright © 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
ISBN: 3-527-29060-5
II
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III
Lutz F. Tietze, Gordon Brasche,
and Kersten M. Gericke
Domino Reactions
in Organic Synthesis
IV
The Authors
Prof. Dr. Dr. h.c. Lutz Tietze
Inst. f. Organische Chemie
Georg-August-Universität
Tammannstr. 2
37077 Göttingen
Dr. Gordon Brasche
Inst. f. Organische Chemie

Georg-August-Universität
Tammannstr. 2
37077 Göttingen
All books published by Wiley-VCH are carefully
produced. Nevertheless, authors, editors, and
publisher do not warrant the information contained
in these books, including this book, to be free of
errors. Readers are advised to keep in mind that
statements, data, illustrations, pro cedural details or
other items may inadvertently be inaccurate.
Library of Congress Card No.:
applied for
British Library Cataloguing-in-Publication Data
A catalogue record for this book is available from
the British Library.
Dr. Kersten Matthias Gericke
Inst. f. Organische Chemie
Georg-August-Universität
Tammannstr. 2
37077 Göttingen
Bibliographic information published by
Die Deutsche Bibliothek
Die Deutsche Bibliothek lists this publication in the
Deutsche Nationalbibliografie; detailed bibliographic
data is available in the Intern et at
<>.
© 2006 WILEY-VCH Verlag GmbH & Co. KGaA,
Weinheim
All rights reserved (including those of translation
into other languages). No part of this book may be

reproduced in any form − by photoprinting,
microfilm, or any other means − nor transmitted or
translated in to a machine language without written
permission from the publishers. Registered names,
trademarks, etc. used in this book, even when not
specifically marked as such, are not to be
considered unprotected by law.
Typesetting primustype Robert Hurler GmbH
Printing betz-Druck GmbH, Darmstadt
Binding Litges & Dopf Buchbinderei GmbH,
Heppenheim
Cover Design Adam Design, Weinheim
Printed in the Federal Republic of Germany
Printed on acid-free paper
ISBN-13: 978-3-527-29060-4
ISBN-10: 3-527-29060-5
V
Table of Contents
Introduction
1
Classification
7
1 Cationic Domino Reactions
11
1.1 Cationic/Cationic Processes
12
1.1.1 Cationic/Cationic/Cationic Processes
33
1.2 Cationic/Pericyclic Processes
39

1.3 Cationic/Reductive Processes
42
2 Anionic Domino Reactions
48
2.1 Anionic/Anionic Processes
48
2.1.1 Anionic/Anionic/Anionic Processes
104
2.1.2 Fourfold and Higher Anionic Processes
135
2.1.3 Two- and Threefold Anionic Processes Followed by a Nonanionic
Process
142
2.2 Anionic/Radical Processes
156
2.3 Anionic/Pericyclic Processes
160
2.3.1 Anionic/Pericyclic Processes Followed by Further Transformations
185
2.4 Anionic/Transition Metal-Catalyzed Processes
191
2.5 Anionic/Oxidative or Reductive Processes
194
3 Radical Domino Reactions
219
3.1 Radical/Cationic Domino Processes
223
3.2 Radical/Anionic Domino Processes
224
3.3 Radical/Radical Domino Processes

225
3.3.1 Radical/Radical/Anionic Domino Processes
252
3.3.2 Radical/Radical/Radical Domino Processes
253
3.3.3 Radical/Radical/Pericyclic Domino Processes
272
3.3.4 Radical/Radical/Oxidation Domino Processes
273
3.4 Radical/Pericyclic Domino Processes
275
4 Pericyclic Domino Reactions
280
4.1 Diels−Alder Reactions
282
Domino Reactions in Organic Synthesis.
Lutz F. Tietze, Gordon Brasche, and Kersten M. Gericke
Copyright © 2006 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
ISBN: 3-527-29060-5
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