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[交流] 關(guān)于手性的另一本好書Amplification of Chirality

Amplification of Chirality
Volume Editor: Kenso Soai
With contributions by
J. M. Brown · T. Buhse · M. Fujiki · I. Gridnev · H. Hyuga
J. R. Islas · T. Kawasaki · J. Klankermayer · D. Lavabre
J.-C. Micheau · Y. Saito · K. Soai

Biomolecules in nature exhibit overwhelming one-handedness, often called
homochirality, such as L-amino acids and D-sugars. Since the discovery of
molecular chirality by Pasteur, the origins of chirality and the process lead-
ing to enantiopure biomolecules have attracted broad attention from many
researchers. Several theories have been proposed for the origin of chirality in
organiccompounds,forexample,leftandright-circularlypolarizedlight,spon-
taneous absolute asymmetric synthesis, and chiral inorganic crystals such as
quartz. However, the enantioenrichments induced by these mechanisms have
been very low or even below detection levels. Thus, the process of ampliﬁcation
of enantioenrichment is inevitable to reach enantiopure compounds. In 1953,
Frank proposed a mechanism of asymmetric autocatalysis without mentioning
any chemical structure. However, it then took over 40 years for us to discover
asymmetric autocatalysis with ampliﬁcation of chirality in 1995.
This book illustrates the recent aspects of ampliﬁcation of chirality by asym-
metric autocatalysis and by forming helical structures. The ﬁrst four chapters
summarize experimental asymmetric autocatalysis with ampliﬁcation of enan-
tiopurity, the mechanism of asymmetric autocatalysis examined by NMR and
calculation, the computer simulation models of the reaction mechanism of
asymmetric autocatalysis, and the theoretical models of ampliﬁcation of chi-
rality. The last chapter deals with the ampliﬁcation of chirality by the for-
mation of helical structures. However, the ampliﬁcation of enantiopurity in
non-autocatalytic asymmetric reaction and the ampliﬁcation by enantiomer
separation involving crystallization or sublimation are beyond the scope of
this book.
One of the main features of asymmetric autocatalysis and the formation
of the helix is that the initial extremely low enantioenrichment is ampliﬁed
signiﬁcantly to near enantiopure. These processes of ampliﬁcation of chirality
have become powerful tools to elucidate the origin of chirality of organic
compounds. For example, by using asymmetric autocatalysis, spontaneous
absolute asymmetric synthesis without the intervention of any chiral factor
has been realized.

Contents
Asymmetric Autocatalysis with Ampliﬁcation of Chirality
K. Soai · T. Kawasaki . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1
Asymmetric Autocatalysis with Organozinc Complexes;
Elucidation of the Reaction Pathway
J. M. Brown · I. Gridnev · J. Klankermayer . . . . . . . . . . . . . . . . . 35
Kinetic Insight into Speciﬁc Features of the Autocatalytic Soai Reaction
D. Lavabre · J.-C. Micheau · J. R. Islas · T. Buhse . . . . . . . . . . . . . . 67
Rate Equation Approaches to Ampliﬁcation
of Enantiomeric Excess and Chiral Symmetry Breaking
Y. Saito · H. Hyuga . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 97
Helix Generation, Ampliﬁcation, Switching,
and Memory of Chromophoric Polymers
M. Fujiki . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 119
Author Index Volumes 251–284 . . . . . . . . . . . . . . . . . . . . . . 187
Subject Index . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 203

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