Principles of Asymmetric Synthesis: Tetrahedron Organic Chemistry, cartea 14
Autor R.E. Gawley, J. Aubéen Limba Engleză Paperback – 20 noi 1996
After an explanation of the basic physical-organic principles of stereoselectivity, the authors provide a detailed, annotated glossary of stereochemical terms. A chapter on "Analytical Methods" provides a critical overview of the most common methods for analysis of stereoisomers.
The authors then follow the 'tried-and-true' format of grouping the material by reaction type. Thus, there are four chapters on carbon-carbon bond forming reactions (enolate alkylations, organometal additions to carbonyls, aldol and Michael reactions, and cycloadditions and rearrangements), one chapter on reductions and hydroborations (carbon-hydrogen bond forming reactions), and one on oxidations (carbon-oxygen and carbon-nitrogen bond forming reactions). Leading references are provided to natural product synthesis that have been accomplished using a given reaction as a key step.
In addition to tables of examples that show high selectivity, a transition state analysis is presented to explain - to the current level of understanding - the stereoselectivity of each reaction. In one case (Cram's rule) the evolution of the current theory is detailed from its first tentative (1952) postulate to the current Felkin-Anh-Heathcock formalism. For other reactions, only the currently accepted rationale is presented. Examination of these rationales also exposes the weaknesses of current theories, in that they cannot always explain the experimental observations. These shortcomings provide a challenge for future mechanistic investigations.
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Specificații
ISBN-13: 9780080418759
ISBN-10: 0080418759
Pagini: 394
Dimensiuni: 170 x 244 x 21 mm
Greutate: 0.63 kg
Editura: ELSEVIER SCIENCE
Seria Tetrahedron Organic Chemistry
ISBN-10: 0080418759
Pagini: 394
Dimensiuni: 170 x 244 x 21 mm
Greutate: 0.63 kg
Editura: ELSEVIER SCIENCE
Seria Tetrahedron Organic Chemistry
Cuprins
Chapter
headings:Introduction.
Analytical
Methods.
Enolate,
Azaenolate,
and
Organolithium
Alkylations.
1,2
and
1,4
Additions
to
Carbonyls.
Aldol
and
Michael
Additions
of
Allyls
and
Enolates.
Rearrangements
and
Cycloadditions.
Reductions
and
Hydroborations.
Oxidations.