A Study of the Intramolecular Diels-Alder Reaction and Its Application to the Natural Product Synthesis PDF Download
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Author: David Tung Mao
Publisher:
ISBN:
Category : Diels-Alder reaction
Languages : en
Pages : 314
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Book Description
Author: David Tung Mao
Publisher:
ISBN:
Category : Diels-Alder reaction
Languages : en
Pages : 314
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Book Description
Author: Stuart Hazeldine
Publisher:
ISBN:
Category : Diels-Alder reaction
Languages : en
Pages : 214
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Book Description
Author: Francesco Fringuelli
Publisher: John Wiley & Sons
ISBN: 9780471803430
Category : Science
Languages : en
Pages : 364
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Book Description
70 Jahre Forschung an der Diels-Alder-Reaktion: Dieses Buch fasst die wichtigsten und beeindruckendsten Ergebnisse in einzigartiger Weise zusammen! Zunächst werden die Grundprinzipien der Reaktion klar und verständlich anhand übersichtlicher Graphiken erläutert. Spezielle Vorschriften und gegebenenfalls ihre industrielle Umsetzung werden anschließend erklärt. Einen Schwerpunkt bilden auch physikalische und katalytische Verfahren zur Steigerung der Selektivität der Reaktion. Cycloadditionen in konventionellen und unkonventionellen Medien werden vorgestellt. Mit über 1.000 Literaturverweisen!
Author: Jason Simon Parnes
Publisher:
ISBN:
Category : Aldosterone
Languages : en
Pages : 252
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Book Description
Author:
Publisher:
ISBN:
Category : Medicine
Languages : en
Pages : 776
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Book Description
Author: Geoff T. Halvorsen
Publisher:
ISBN: 9781267315878
Category : Diels-Alder reaction
Languages : en
Pages : 630
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Book Description
The intramolecular Diels-Alder reaction is widely recognized as a powerful and versatile method for the assembly of complex bicyclic structures in synthetic organic chemistry and has been utilized as a key step in the total syntheses of a number of interesting biologically active natural products. We have studied the use of siloxacyclopentene constrained trienes as a method to control diastereofacial selectivity in the intramolecular Diels-Alder reaction. The siloxacyclopentene constraints could be formed under mild conditions and attached to either the diene or dienophile units of a variety of trienes. These constrained trienes underwent intramolecular Diels-Alder reactions to give cycloadducts with the oxygen contained in the siloxacyclopentene exclusively in an anti-configuration relative to the ring fusion proton. Suitably chosen dienophile activating groups and optimized conditions for cyclization allowed for high levels of selectivity for either cis - or trans -fused cycloadducts in the case of siloxacyclopentenes contained within the diene, while siloxacyclopentenes constraints attached at the dienophile gave exclusively the trans-fused cycloadducts. A siloxacyclopentene constrained tetraene was then utilized in a concise, stereoselective synthesis of the decahydrofluorene core common to the hirsutellones. Synthetic efforts targeting the completion of the hirsutellones via a common biosynthetic intermediate were pursued utilizing a macrobenzannulation strategy. This strategy was abandoned due to inability to prepare a suitable benzannulation precursor. Later a strategy of first forming a five membered ring containing analogue was also pursued, but failed due to an inability to convert a suitable ester to the corresponding furan or thiophene.
Author: W. Carruthers
Publisher: Elsevier
ISBN: 008091232X
Category : Science
Languages : en
Pages : 382
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Book Description
Demonstrates the wide scope of cycloaddition reactions, including the Diels-Alder reaction, the ene reaction, 1,3-dipolar cycloadditions and [2+2] cycloadditions in organic synthesis. The author, a leading exponent of the subject, illustrates the ways in which they can be employed in the synthesis of a wide range of carbocyclic and heterocyclic compounds, including a variety of natural products of various types. Special attention is given to intramolecular reactions, which often provide a rapid and efficient route to polycyclic compounds, and to the stereochemistry of the reactions, including recent and developing work on enantioselective synthesis.
Author: Olivier Piva
Publisher: John Wiley & Sons
ISBN: 1119663377
Category : Science
Languages : en
Pages : 314
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Book Description
For chemists, attempting to mimic nature by synthesizing complex natural products from raw material is a challenge that is fraught with pitfalls. To tackle this unique but potentially rewarding task, researchers can rely on well-established reactions and methods of practice, or apply their own synthesis methods to verify their potential. Whatever the goal and its complexity, there are multiple ways of achieving it. We must now establish a strategic and effective plan that requires the minimum number of steps, but lends itself to widespread use. This book is structured around the study of a dozen target products (butyrolactone, macrolide, indole compound, cyclobutanic terpene, spiro- and polycyclic derivatives, etc.). For each product, the different disconnections are presented and the associated syntheses are analyzed step by step. The key reactions are described explicitly, followed by diagrams showing the range of impact of certain transformations. This set of data alone is conducive to understanding syntheses and indulging in this difficult, but worthwhile activity.
Author: Douglass F. Taber
Publisher:
ISBN: 9783642692345
Category :
Languages : en
Pages : 114
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Book Description
Author: Jianxian Gong
Publisher: Springer
ISBN: 3642543049
Category : Science
Languages : en
Pages : 146
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Book Description
In this thesis, the author describes the total synthesis of natural product Maoecrystal V in detail. In the first part of the thesis, the author introduces the research background and reviews the research progress in total synthesis of Maoecrystal V. In the second part, the author develops a novel and concise approach for the stereo selective construction of the tetracyclic model system of Maoecrystal V. The model system is accomplished in 8 steps with 20% yield. In the third part, the author describes the first successful total synthesis of Maoecrystal V and investigates four strategies for constructing the key tetrahydrofuran oxa-bridge skeleton. The total synthesis starts from a known compound and is accomplished in 17 steps with 1.2% yield. The successful total synthesis of Maoecrystal V will contribute to the development of efficient synthetic strategies for natural products and other compounds with complex structures.
