Principles of asymmetric synthesis:
Gespeichert in:
1. Verfasser: | |
---|---|
Format: | Elektronisch E-Book |
Sprache: | English |
Veröffentlicht: |
Oxford, U.K.
Pergamon
1996
|
Ausgabe: | 1st ed |
Schriftenreihe: | Tetrahedron organic chemistry series
v. 14 |
Schlagworte: | |
Online-Zugang: | FAW01 Volltext |
Beschreibung: | The world is chiral. Most of the molecules in it are chiral, and asymmetric synthesis is an important means by which enantiopure chiral molecules may be obtained for study and sale. Using examples from the literature of asymmetric synthesis (more than 1300 references), the aim of this book is to present a detailed analysis of the factors that govern stereoselectivity in organic reactions. It is important to note that the references were each individually checked by the authors to verify relevance to the topics under discussion. The study of stereoselectivity has evolved from issues of diastereoselectivity, through auxiliary-based methods for the synthesis of enantiomerically pure compounds (diastereoselectivity followed by separation and auxiliary cleavage), to asymmetric catalysis. In the latter instance, enantiomers (not diastereomers) are the products, and highly selective reactions and modern purification techniques allow preparation - in a single step - of chiral substances in 99% ee for many reaction types. 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. An http://www.sciencedirect.com/science/publication?issn=14601567 & volume=14<HREF>http://asnetserver.as.miami.edu/rgawley/Book.html</HREF><HTXT>updated list of references</HTXT></URL> for this book can also be viewed Includes bibliographical references and index |
Beschreibung: | 1 Online-Ressource (xvii, 372 p.) |
ISBN: | 0080418759 9780080418759 |
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245 | 1 | 0 | |a Principles of asymmetric synthesis |c Robert E. Gawley and Jeffrey Aubé |
250 | |a 1st ed | ||
264 | 1 | |a Oxford, U.K. |b Pergamon |c 1996 | |
300 | |a 1 Online-Ressource (xvii, 372 p.) | ||
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490 | 0 | |a Tetrahedron organic chemistry series |v v. 14 | |
500 | |a The world is chiral. Most of the molecules in it are chiral, and asymmetric synthesis is an important means by which enantiopure chiral molecules may be obtained for study and sale. Using examples from the literature of asymmetric synthesis (more than 1300 references), the aim of this book is to present a detailed analysis of the factors that govern stereoselectivity in organic reactions. It is important to note that the references were each individually checked by the authors to verify relevance to the topics under discussion. The study of stereoselectivity has evolved from issues of diastereoselectivity, through auxiliary-based methods for the synthesis of enantiomerically pure compounds (diastereoselectivity followed by separation and auxiliary cleavage), to asymmetric catalysis. | ||
500 | |a In the latter instance, enantiomers (not diastereomers) are the products, and highly selective reactions and modern purification techniques allow preparation - in a single step - of chiral substances in 99% ee for many reaction types. 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). | ||
500 | |a 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. | ||
500 | |a An http://www.sciencedirect.com/science/publication?issn=14601567 & volume=14<HREF>http://asnetserver.as.miami.edu/rgawley/Book.html</HREF><HTXT>updated list of references</HTXT></URL> for this book can also be viewed | ||
500 | |a Includes bibliographical references and index | ||
650 | 7 | |a Synthese (chemie) |2 gtt | |
650 | 7 | |a Chiraliteit |2 gtt | |
650 | 7 | |a Enantiomeren |2 gtt | |
650 | 7 | |a Synthèse asymétrique |2 ram | |
650 | 7 | |a Composés organiques |2 ram | |
650 | 7 | |a Asymmetric synthesis |2 fast | |
650 | 4 | |a Asymmetric synthesis | |
650 | 0 | 7 | |a Asymmetrische Synthese |0 (DE-588)4135603-2 |2 gnd |9 rswk-swf |
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689 | 0 | |8 1\p |5 DE-604 | |
700 | 1 | |a Aubé, Jeffrey |e Sonstige |4 oth | |
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Datensatz im Suchindex
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---|---|
any_adam_object | |
author | Gawley, Robert E. |
author_facet | Gawley, Robert E. |
author_role | aut |
author_sort | Gawley, Robert E. |
author_variant | r e g re reg |
building | Verbundindex |
bvnumber | BV042313865 |
collection | ZDB-33-ESD |
ctrlnum | (ZDB-33-EBS)ocn162131291 (OCoLC)316220611 (DE-599)BVBBV042313865 |
dewey-full | 541.3/9 |
dewey-hundreds | 500 - Natural sciences and mathematics |
dewey-ones | 541 - Physical chemistry |
dewey-raw | 541.3/9 |
dewey-search | 541.3/9 |
dewey-sort | 3541.3 19 |
dewey-tens | 540 - Chemistry and allied sciences |
discipline | Chemie / Pharmazie |
edition | 1st ed |
format | Electronic eBook |
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institution | BVB |
isbn | 0080418759 9780080418759 |
language | English |
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spelling | Gawley, Robert E. Verfasser aut Principles of asymmetric synthesis Robert E. Gawley and Jeffrey Aubé 1st ed Oxford, U.K. Pergamon 1996 1 Online-Ressource (xvii, 372 p.) txt rdacontent c rdamedia cr rdacarrier Tetrahedron organic chemistry series v. 14 The world is chiral. Most of the molecules in it are chiral, and asymmetric synthesis is an important means by which enantiopure chiral molecules may be obtained for study and sale. Using examples from the literature of asymmetric synthesis (more than 1300 references), the aim of this book is to present a detailed analysis of the factors that govern stereoselectivity in organic reactions. It is important to note that the references were each individually checked by the authors to verify relevance to the topics under discussion. The study of stereoselectivity has evolved from issues of diastereoselectivity, through auxiliary-based methods for the synthesis of enantiomerically pure compounds (diastereoselectivity followed by separation and auxiliary cleavage), to asymmetric catalysis. In the latter instance, enantiomers (not diastereomers) are the products, and highly selective reactions and modern purification techniques allow preparation - in a single step - of chiral substances in 99% ee for many reaction types. 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. An http://www.sciencedirect.com/science/publication?issn=14601567 & volume=14<HREF>http://asnetserver.as.miami.edu/rgawley/Book.html</HREF><HTXT>updated list of references</HTXT></URL> for this book can also be viewed Includes bibliographical references and index Synthese (chemie) gtt Chiraliteit gtt Enantiomeren gtt Synthèse asymétrique ram Composés organiques ram Asymmetric synthesis fast Asymmetric synthesis Asymmetrische Synthese (DE-588)4135603-2 gnd rswk-swf Asymmetrische Synthese (DE-588)4135603-2 s 1\p DE-604 Aubé, Jeffrey Sonstige oth http://www.sciencedirect.com/science/book/9780080418759 Verlag Volltext 1\p cgwrk 20201028 DE-101 https://d-nb.info/provenance/plan#cgwrk |
spellingShingle | Gawley, Robert E. Principles of asymmetric synthesis Synthese (chemie) gtt Chiraliteit gtt Enantiomeren gtt Synthèse asymétrique ram Composés organiques ram Asymmetric synthesis fast Asymmetric synthesis Asymmetrische Synthese (DE-588)4135603-2 gnd |
subject_GND | (DE-588)4135603-2 |
title | Principles of asymmetric synthesis |
title_auth | Principles of asymmetric synthesis |
title_exact_search | Principles of asymmetric synthesis |
title_full | Principles of asymmetric synthesis Robert E. Gawley and Jeffrey Aubé |
title_fullStr | Principles of asymmetric synthesis Robert E. Gawley and Jeffrey Aubé |
title_full_unstemmed | Principles of asymmetric synthesis Robert E. Gawley and Jeffrey Aubé |
title_short | Principles of asymmetric synthesis |
title_sort | principles of asymmetric synthesis |
topic | Synthese (chemie) gtt Chiraliteit gtt Enantiomeren gtt Synthèse asymétrique ram Composés organiques ram Asymmetric synthesis fast Asymmetric synthesis Asymmetrische Synthese (DE-588)4135603-2 gnd |
topic_facet | Synthese (chemie) Chiraliteit Enantiomeren Synthèse asymétrique Composés organiques Asymmetric synthesis Asymmetrische Synthese |
url | http://www.sciencedirect.com/science/book/9780080418759 |
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