organic mechanisms reactions stereochemistry and synthesis

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Organic Mechanisms
Reactions, Stereochemistry and Synthesis
Reinhard Bruckner
Organic Mechanisms
Reactions, Stereochemistry and Synthesis
Edited by Michael Harmata
With a foreword by Paul A. Wender
Prof. Dr. Reinhard Bruckner
Albert-Ludwigs-Universität Freiburg
Institut für Organische Chemie und Biochemie
Albertstr. 21
79104 Freiburg
Prof. Dr. Michael Harmata
Norman Rabjohn Distinguished Professor of Chemistry
Department of Chemistry
University of Missouri-Columbia
601 S. College Avenue
Columbia, Missouri 65211
Translation: Karin Beifuss
ISBN: 978-3-642-03650-7 e-ISBN: 978-3-642-03651-4
DOI: 10.1007/978-3-642-03651-4
Library of Congress Control Number: 2009938642
© Springer-Verlag Berlin Heidelberg 2010
Translation of Brückner, R Reaktionsmechanismen, 3rd edition, published by Spektrum Akademi-
scher Verlag, © 2007 Spektrum Akademischer Verlag, ISBN 987-3-8274-1579-0
This work is subject to copyright. All rights are reserved, whether the whole or part of the material
is concerned, specifically the rights of translation, reprinting, reuse of illustrations, recitation, broad -
casting, reproduction on microfilm or in any other way, and storage in data banks. Duplication of
this publication or parts thereof is permitted only under the provisions of the German Copyright
Law of September 9, 1965, in its current version, and permission for use must always be obtained
from Springer. Violations are liable to prosecution under the German Copyright Law.
The use of general descriptive names, registered names, trademarks, etc. in this publication does
not imply, even in the absence of a specific statement, that such names are exempt from the relevant
protective laws and regulations and therefore free for general use.
Cover design: KuenkelLopka GmbH
Printed on acid-free paper
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Biographies
Reinhard Bruckner (born 1955) studied chemistry at the Lud-
wig-Maximilians-Universität München, acquiring his doctoral
degree under the supervision of Rolf Huisgen. After postdoctoral
studies with Paul A. Wender (Stanford University), he completed
his habilitation in collaboration with Reinhard Hoffmann
(Philipps-Universität Marburg). He was appointed associate pro-
fessor at the Julius-Maximilians-Universität Würzburg and full
professor at the Georg-August-Universität Göttingen before he
moved to his current position in 1998 (Albert-Ludwigs-
Universität Freiburg). Professor Bruckner´s research interests are
the total synthesis of natural products and the development of synthetic methodology. Besides
being the author of 150 publications he has written 4 textbooks, for one of which he was
awarded the Literature Prize of the Foundation of the German Chemical Industry. He has been
a Visiting Professor in the US, Spain, and Japan, and served as an elected peer reviewer of the
German Research Foundation and as the Vice-President of the Division of Organic Chemistry
of the German Chemical Society.
Michael Harmata was born in Chicago on September 22, 1959.
He obtained his A.B. in chemistry from the University of Illinois-
Chicago in 1980. He received a Ph.D. from the University of Illi-
nois-Champaign/Urbana working with Scott E. Denmark on the
carbanion-accelerated Claisen rearrangement. He was an NIH
postdoctoral fellow in the labs of Paul A. Wender at Stanford Uni-
versity, where he focused on synthetic work involving the neo-
carzinostatin chromophore. He joined the faculty at the Univer-
sity of Missouri-Columbia in 1986 and is now the Norman
Rabjohn Distinguished Professor of Chemistry at that institution.
Professor Harmata’s research interests span a large range of chemistry and include molecular
tweezers, [4+3]-cycloadditions, pericyclic reactions of cyclopentadienones and benzothia zine
chemistry. He enjoys cooking, reading, stamp collecting, and recently earned his black belt in
Taekwondo.
I dedicate this book to my family,
who serve to support me in my pursuit of science
and provide the love that so enriches my life.
Judy L. Snyder
Gail Harmata
Diana Harmata
Alexander Harmata
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