Principles of asymmetric synthesis:
Gespeichert in:
| 1. Verfasser: | |
|---|---|
| Format: | Elektronisch E-Book |
| Sprache: | English |
| Veröffentlicht: |
[Place of publication not identified]
Elsevier
2012
|
| Ausgabe: | 2nd ed |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Beschreibung: | Includes index. - Title from publisher's Web site (ScienceDirect; viewed on June 20, 2012) 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. Authoritative glossary to aid understanding of stereochemical terminologyExplanations of the key factors influencing stereoselectivity with numerous examples, organized by reaction typeA handy reference guide to the literature of asymmetric synthesis for practitioners in the field Includes bibliographical references and index |
| Beschreibung: | 1 Online-Ressource (1 online resource) |
| ISBN: | 9780080448602 0080448607 0080914136 9780080914138 |
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| 500 | |a Includes index. - Title from publisher's Web site (ScienceDirect; viewed on June 20, 2012) | ||
| 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 Authoritative glossary to aid understanding of stereochemical terminologyExplanations of the key factors influencing stereoselectivity with numerous examples, organized by reaction typeA handy reference guide to the literature of asymmetric synthesis for practitioners in the field | ||
| 500 | |a Includes bibliographical references and index | ||
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Datensatz im Suchindex
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| author | Gawley, Robert E. |
| author_facet | Gawley, Robert E. |
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| author_sort | Gawley, Robert E. |
| author_variant | r e g re reg |
| building | Verbundindex |
| bvnumber | BV042305191 |
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| ctrlnum | (OCoLC)795911788 (DE-599)BVBBV042305191 |
| dewey-full | 547/.2 |
| dewey-hundreds | 500 - Natural sciences and mathematics |
| dewey-ones | 547 - Organic chemistry |
| dewey-raw | 547/.2 |
| dewey-search | 547/.2 |
| dewey-sort | 3547 12 |
| dewey-tens | 540 - Chemistry and allied sciences |
| discipline | Chemie / Pharmazie |
| edition | 2nd ed |
| format | Electronic eBook |
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| spelling | Gawley, Robert E. Verfasser aut Principles of asymmetric synthesis Robert E. Gawley, Jeffrey Aubé 2nd ed [Place of publication not identified] Elsevier 2012 1 Online-Ressource (1 online resource) txt rdacontent c rdamedia cr rdacarrier Includes index. - Title from publisher's Web site (ScienceDirect; viewed on June 20, 2012) 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. Authoritative glossary to aid understanding of stereochemical terminologyExplanations of the key factors influencing stereoselectivity with numerous examples, organized by reaction typeA handy reference guide to the literature of asymmetric synthesis for practitioners in the field Includes bibliographical references and index SCIENCE / Chemistry / Organic bisacsh Asymmetric synthesis fast Asymmetrische Synthese gnd Chemie 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/9780080448602 Verlag Volltext 1\p cgwrk 20201028 DE-101 https://d-nb.info/provenance/plan#cgwrk |
| spellingShingle | Gawley, Robert E. Principles of asymmetric synthesis SCIENCE / Chemistry / Organic bisacsh Asymmetric synthesis fast Asymmetrische Synthese gnd Chemie 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, Jeffrey Aubé |
| title_fullStr | Principles of asymmetric synthesis Robert E. Gawley, Jeffrey Aubé |
| title_full_unstemmed | Principles of asymmetric synthesis Robert E. Gawley, Jeffrey Aubé |
| title_short | Principles of asymmetric synthesis |
| title_sort | principles of asymmetric synthesis |
| topic | SCIENCE / Chemistry / Organic bisacsh Asymmetric synthesis fast Asymmetrische Synthese gnd Chemie Asymmetric synthesis Asymmetrische Synthese (DE-588)4135603-2 gnd |
| topic_facet | SCIENCE / Chemistry / Organic Asymmetric synthesis Asymmetrische Synthese Chemie |
| url | http://www.sciencedirect.com/science/book/9780080448602 |
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