Topics in Stereochemistry, Volume 21

550 Pages·1994·21.07 MB·English

by  Ernest L. Eliel

Topics in Stereochemistry,
Volume 21
Editors
Ernest L. Eliel
Samuel H. Wilen
JOHN WILEY & SONS

TOPICS IN
STEREOCHEMISTRY
VOLUME 21
ADVISORY BOARD
STEPHEN J. ANGYAL, University ojNew South Wales,S ydney,A ustralia
ALAN R. BATTERSBY, Cambridge University, Cambridge, England
GIANCARLO BERTI, University of Pisa, Pisa, Italy
F. ALBERT COTTON, Texas A & M University, College Station, Texas
JOHANNES DALE, University of Oslo, Oslo, Norway
DAVID A. EVANS, Haruard University, Cambridge, Massachusetts
MEIR LAHAV, The Weizmann Institute of Science, Rehovoth, Israel
JEAN-MARIE LEHN, Collkge de France, Paris, France
MARIAN MIKOZAJCZYK, Centre of Molecular and Macromolecular
Studies, Polish Academy of Sciences, Xddi, Poland
KURT MISLOW, Princeton University, Princeton, New Jersey
MICHINORI OKI, Okayama University of Science, Okayama, Japan
VLADIMIR PRELOG, Eidgenossische Technische Hochschule, Zurich,
Switzerland
JOHN B. STOTHERS, University of Western Ontario, London, Ontario,
Canada
HANS WYNBERG, University of Groningen, Groningen, The Netherlands
NIKOLAI S. ZEFIROV, Moscow State University, Moscow, Russia
TOPICS IN
STEREOCHEMISTRY
EDITORS
ERNEST L. ELIEL
Professor of Chemistry, Emeritus
University of North Carolina
Chapel ffill, North Carolina
SAMUEL H. WILEN
Professor of Chemistry
City College, City University of New York
New York, New York
VOLUME 21
AN INTERSCIENCE@P UBLICATION
John Wiley & Sons, Inc.
NEW YORK ,/ CHICHESTER / BRISBANE / TORONTO / SINGAPORE
This text is printed on acid-free paper.
An Interscience" Publication
Copyright 0 1994 by John Wiley & Sons, Inc.
All rights reserved. Published simultaneously in Canada.
Reproduction or translation of any part of this work beyond
that permitted by Section 107 or 108 of the 1976 United
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owner is unlawful. Requests for permission or further
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John Wiley & Sons, Inc., 605 Third Avenue, New York, NY
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Library of Congress Catalog Card Number: 67-13943
ISBN 0-471-52120-5
Printed in the United States of America
10 9 8 7 6 5 4 3 2 I
To the memory of
Gunther Snatzke

INTRODUCTION TO THE SERIES
It is patently impossible for any individual to read enough of the journal
literature so as to be aware of all significant developments that may impinge
on his or her work, particularly in an area such as stereochemistry, which
knows no topical boundaries. Stereochemical investigations may have
relevance to an understanding of a wide range of phenomena and findings
irrespective of their provenance. Because stereochemistry is important in
many areas of chemistry, comprehensive reviews of high quality play a special
role in educating and alerting the chemical community to new stereochemical
developments.
The above considerations were reason enough for initiating a series such
as this. In addition of updating information found in such standard mono-
graphs as Stereochemistry of Carbon Compounds (Eliel, McGraw-Hill, 1962)
and Conformational Analysis (Eliel, Allinger, Angyal, and Morrison, Inter-
science, 1965; reprinted by American Chemical Society, 1981) as well as others
published more recently, the series is intended also to deal in greater detail
with some of the topics summarized in such texts. It is for this reason that
we have selected the title Topics in Stereochemistry for this series.
The series is intended for the advanced student, the teacher, and the active
researcher. A background of the basic knowledge in the field of stereo-
chemistry is assumed. Each chapter is written by an expert in the field and,
hopefully, covers its subject in depth. We have tried to choose topics of funda-
mental importance aimed primarily at an audience of inorganic and organic
chemists. Yet, many of these topics are concerned with basic principles of
physical chemistry and some deal with stereochemical aspects of biochemistry
as well.
We are fortunate in having been able to secure the help of an international
board of editorial advisors who have been of great assistance by suggesting
topics and authors for several chapters and by helping us avoid, insofar as
possible, duplication of topics appearing in other, related monograph series.
We are grateful to the editorial advisors for this assistance, but the editors
and authors alone must assume the responsibility for any shortcomings of
Topics in Stereochemistry.
E. L. ELIEL
S. H. WILEN
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