Modern Organocopper Chemistry- ...

Modern Organocopper Chemistry- Kraus, chemia, Chemia Teoretyczna

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Modern Organocopper Chemistry. Edited by Norbert Krause
Copyright > 2002 Wiley-VCH Verlag GmbH
ISBNs:3-527-29773-1 (Hardcover); 3-527-60008-6 (Electronic)
Edited by N. Krause
Modern Organocopper
Chemistry
Modern Organocopper Chemistry. Edited by Norbert Krause
Copyright > 2002 Wiley-VCH Verlag GmbH
ISBNs: 3-527-29773-1 (Hardcover); 3-527-60008-6 (Electronic)
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Modern Organocopper Chemistry. Edited by Norbert Krause
Copyright > 2002 Wiley-VCH Verlag GmbH
ISBNs:3-527-29773-1 (Hardcover); 3-527-60008-6 (Electronic)
Edited by Norbert Krause
Modern Organocopper Chemistry
Modern Organocopper Chemistry. Edited by Norbert Krause
Copyright > 2002 Wiley-VCH Verlag GmbH
ISBNs: 3-527-29773-1 (Hardcover); 3-527-60008-6 (Electronic)
Editor
9
This book was carefully produced.
Nevertheless, editor, authors and publisher
do not warrant the information contained
therein to be free of errors. Readers are
advised to keep in mind that statements,
data, illustrations, procedural details or
other items may inadvertently be
inaccurate.
Prof. Dr. N. Krause
University of Dortmund
Organic Chemistry II
D-44221 Dortmund
Germany
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available from Die Deutsche Bibliothek
( 2002 WILEY-VCH GmbH, Weinheim
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ISBN
3-527-29773-1
Modern Organocopper Chemistry. Edited by Norbert Krause
Copyright > 2002 Wiley-VCH Verlag GmbH
ISBNs: 3-527-29773-1 (Hardcover); 3-527-60008-6 (Electronic)
v
Foreword
Copper is one of the oldest transition metals to be used in synthetic organic
chemistry. Starting in the 60’s, organocopper reagents became among the most
popular synthetic tools in the total synthesis of natural product. This is due to the
ease of handling and to the chemo-, regio- and stereoselectivities attained with
these reagents. Their unique properties for the conjugate addition, for the clean
S
N
2 substitution, for the mild opening of epoxides, for the carbometallation of
triple bonds, etc . . . makes them unavoidable reagents for these synthetic trans-
formations.
Over the years, a whole family of reagents evolved with increased selectivity and
reactivity. ‘‘Homocuprates’’, ‘‘heterocuprates’’, ‘‘higher order cuprates’’, ‘‘mixed
cuprates’’, and others, are terms often employed, and a newcomer chemist may
worry about their different properties. Despite a lot of progress in the area of
organocopper chemistry there is still a strong lack of knowledge in the mechanistic
insights. No reactive intermediates have been trapped, and this ‘‘black box’’ was
only considered through analogies with other closely related transition metals or,
more recently, through extensive calculations. This is to say that all our knowledge
about organocopper chemistry did not came by rational design but through em-
pirical way with experimentation.
Over the years, several review articles appeared on organocopper chemistry. Most
often, they cover some aspects or some restricted class of reagents, and they are
addressed to chemists knowing already the main reactions of organocopper re-
agents. In contrast to other transition metals, such as Pd, Ni, Rh etc . . . only few
books, covering the entire area of organocopper chemistry, have been published.
The present book is the most comprehensive and all the most recent advances are
extensively discussed: Zn-Cu reagents, Sn and Si-Cu reagents, H-Cu reagents,
asymmetric reactions. The reader will learn about the structure of organocopper
reagents and about the most updated mechanistic beliefs presently known.
Organocopper chemistry is of wide applicability, very e0cient and easy to per-
form. The main problem is to know the most appropriate reagent to use. The
reader will find in this book all the details for the reagent of choice, for the scope
and limitations, for the type of substrate needed. This book should be helpful not
only to advanced research chemists, but also for teaching this chemistry to younger
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