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Table of contents
Clicking on the donut icon will load a page at altmetric. Find more information on the Altmetric Attention Score and how the score is calculated. Ernest L. Eliel and Samuel H. Wiley: New York, It has been over three decades since this book's predecessor, Stereochemistry of Carbon Compounds 1 , was published.
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The baby boom generation of organic graduate students learned most of what they know about stereochemistry from that text. Back then, "everything you wanted to know about stereochemistry" fit into pages, and the material could be covered in a single course. The new book is almost three times as large, reflecting the rapid growth in this field. It now should be considered a reference rather than a textbook. Baby boomers and everyone else with an interest in stereochemistry should consider buying the updated book. Those still teaching about "asymmetric centers" rather than stereogenic elements need to update their vocabularies.
The material has been almost completely revised. The authors attempt to give a historical perspective by citing references with authors and year, rather than simple numbers. Unfortunately, this makes it impossible to go directly from the reference to the text where it is cited. The number of references must be well over The authors put "less important" material in smaller print so it can be skipped over, but this is like telling a reader not to peek at the footnotes at the bottom of a page.
Most aspects of stereochemistry are covered, although polymer stereochemistry, transition-state stereochemistry, and the Woodward-Hoffmann rules are examples of topics omitted. Chirality transfer in SN2' and SE2' reactions-- 6. Rearrangements-- 6. Intermolecular chirality transfer-- 6. Transfer of stereogenicity between carbon and heteroatoms-- 6. Conversion of central chirality to other chiral elements-- 6. Conversion of axial chirality to other chiral elements-- 6. Conversion of planar chirality to other chiral elements-- 6. Self-regeneration of stereogenicity and chiral relays-- 6.
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Stereocontrolled substitution at a chiral center-- 6. Self-regeneration of stereocenters-- 6. Self-regeneration of chiral elements with stereolabile intermediates-- 6. Chiral relays-- 6. Asymmetric catalysis with stereolabile ligands-- 6. Stereodynamic achiral ligands-- 6. Stereolabile axially chiral ligands-- 6. Scope and principles of asymmetric resolution and transformation-- 7. Asymmetric transformation of the first kind-- 7. Asymmetric transformation of the second kind-- 7. Crystallization-induced asymmetric transformation-- 7.
Asymmetric transformation based on chromatographic separation-- 7. Kinetic resolution and dynamic kinetic resolution-- 7. Kinetic resolution-- 7.
Enzyme-catalyzed kinetic resolution-- 7. Nonenzymatic kinetic resolution-- 7. Parallel kinetic resolution-- 7. Dynamic kinetic resolution-- 7. Enzyme-catalyzed dynamic kinetic resolution-- 7. Nonenzymatic dynamic kinetic resolution-- 7. Dynamic kinetic asymmetric transformation-- 7. Stability and reactivity of stereodynamic gears-- 8.
Structure and ring flipping of molecular propellers-- 8. Dynamic gearing in biaryl-, triaryl- and tetraaryl propellers-- 8. Molecular bevel gears-- 8. Vinyl propellers-- 8. Propeller-like coordination complexes with helicity control-- 8.
Static gearing and cyclostereoisomerism-- 8. Molecular brakes, turnstiles and scissors-- 8. Chiral molecular switches-- 8. Stereodynamic sensors-- 8. Synthesis of catenanes and rotaxanes-- 9. Statistical methods-- 9.
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