Synthetic Approach to the Zaragozic Acid Core

Synthetic Approach to the Zaragozic Acid Core PDF Author: Linda Joy Brzezinski
Publisher:
ISBN:
Category : Blood cholesterol
Languages : en
Pages : 478

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Synthetic Approach to the Zaragozic Acid Core

Synthetic Approach to the Zaragozic Acid Core PDF Author: Linda Joy Brzezinski
Publisher:
ISBN:
Category : Blood cholesterol
Languages : en
Pages : 478

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I. Approaches Toward the Synthesis of the Zaragozic Acid Bicyclic Ketal Core

I. Approaches Toward the Synthesis of the Zaragozic Acid Bicyclic Ketal Core PDF Author: James Curtis Barrow
Publisher:
ISBN:
Category : Fungi
Languages : en
Pages : 448

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Targeting Bioactive Heterocycles

Targeting Bioactive Heterocycles PDF Author: Victoria Alison McKay
Publisher:
ISBN:
Category :
Languages : en
Pages : 394

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The family of structurally unrivalled fungal metabolites, the zaragozic acids (ZAs), have been a favoured synthetic challenge of organic chemists for over 20 years. ZAs uniquely contain a highly oxygenated 4,6,7 trihydroxy 2,8 dioxabicyclo [3.2.1] octane-3,4,5-tri-carboxylic acid core; a construct including six contiguous stereocentres, four of which are quaternary sites. Chapters 1 and 2 describe the discovery and biological significance of the ZAs - extensively covering recent works published toward their synthesis - concluding with our intended synthetic approach toward development of the ZA core. Chapter 3 encompasses research and conclusions concerning the synthesis of pinacol reaction substrates and their transition-metal-mediated coupling - including the elucidation of a number of novel heterocycles during these processes. Chapter 4 describes the optimisation and scope of a new, concise protocol deriving 5-disubstituted imidazoldine-2,4-diones from [alpha] ketoacids and carbodiimides, and applies the new method to the construction of an analogue of the marine metabolite, Polyandrocarpamide D.Chapter 5 communicates our synthetic work toward the development of pro-fluorescent derivatives of fluorescent isomorphic nucleosides. The maximal homology of isomorphic nucleosides ensures that these non-native nucleosides are well tolerated upon incorporation into DNA or RNA, with only minimal impact on sequence folding, while still allowing discrete localisation, and expedient sensitivity and responsiveness to microenvironments. Chapter 5 includes description of our investigations toward a robust synthetic methodology for the production of "pro-fluorescent" C 5/C 6-reduced, uridine/thymidine nucleobase analogues. These analogues possess the potential to report on oxidative microenvironments; whereby exposure to oxidative conditions in vivo or in vitro results in conversion to their fluorescent counterparts, consequently expressing analysable photophysical characteristics. Our synthetic approach to the desired C-5/C-6-reduced base motif utilises a pathway developed by the Perlmutter group, using [3+3]-sigmatropic rearrangement of an acyl hydroxamic acid, followed by intramolecular trapping of the substrate during a Curtius reaction, to obtain the profluorescent nucleobase analogue.

Part 1, Synthesis of Zaragozic Acid A

Part 1, Synthesis of Zaragozic Acid A PDF Author: Eddy Wai Tsun Yue
Publisher:
ISBN: 9780591157222
Category : Anticholesteremic agents
Languages : en
Pages : 922

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Part 1: Synthesis of Zaragozic Acid A. The first synthesis of zaragozic acid A, an extremely potent inhibitor of squalene synthase, is described. The coupling of the C-1 alkyl dithiane side chain to the key intermediate aldehyde illustrated the high convergency of this approach. Enantioselective syntheses of the C-1 alkyl side chain and the C-6 acyl side chain as well as the successful conversion of the acyclic precursor to the bicyclic ketal core of the zaragozic acids were key elements of this synthesis. Part 2: Synthetic Studies Directed Towards Maitotoxin. A new strategy to synthesize the alkyl-alkyl linkages of maitotoxin is described. Model systems of the JKL, OPQ, and UVW ring systems of maitotoxin were synthesized via the ring closing metathesis of olefinic alcohols with Tebbe reagent. The formation of cis-decalin enol ethers and the use of dimethyl titanocene for substrates bearing a heteroatom substituent next to the olefin were key discoveries.

The Synthesis of the Core of the Zaragozic Acids and Squalestatins

The Synthesis of the Core of the Zaragozic Acids and Squalestatins PDF Author: Stéphane Caron
Publisher:
ISBN:
Category :
Languages : en
Pages : 602

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The Synthesis of the Fully Functionalized Core of the Zaragozic Acids/squalestatins

The Synthesis of the Fully Functionalized Core of the Zaragozic Acids/squalestatins PDF Author: Susan La Greca
Publisher:
ISBN:
Category :
Languages : en
Pages : 920

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Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products, Volume 59

Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products, Volume 59 PDF Author: Albert Padwa
Publisher: John Wiley & Sons
ISBN: 0471461369
Category : Science
Languages : en
Pages : 952

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Dipolar cycloaddition reactions have found many useful applications in chemistry, particularly with respect to the synthesis of compounds with new chiral centers. Synthetic Applications of 1,3-Dipolar Cycloaddition Chemistry Toward Heterocycles and Natural Products updates the popular 1984 edition, featuring the advances made over the past twenty years and focusing on synthetic applications.

Classics in Stereoselective Synthesis

Classics in Stereoselective Synthesis PDF Author: Erick M. Carreira
Publisher: John Wiley & Sons
ISBN: 9783527324521
Category : Science
Languages : en
Pages : 664

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Die wichtigsten und nützlichsten Methoden der modernen stereoselektiven Synthese sind in diesem Band zusammengefasst. Viele anschauliche Beispiele für die Darstellung von Wirkstoffen und Naturstoffen regen zur gezielten Abwandlung und Integration in eigene Synthesewege an. Dabei geht es den Autoren weniger darum, das Gebiet in seiner Gesamtheit darzustellen; vielmehr versuchen sie, die wirklich grundlegenden Ansätze auszuwählen, die jeder organische Synthesechemiker kennen und anwenden sollte.

Progress in Heterocyclic Chemistry

Progress in Heterocyclic Chemistry PDF Author: G.W. Gribble
Publisher: Elsevier
ISBN: 0080539866
Category : Science
Languages : en
Pages : 387

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Book Description
This volume of Progress in Heterocyclic Chemistry (PHC) is the twelfth annual review of the literature, covering the work published on most of the important heterocyclic ring systems during 1999, with inclusions of earlier material as appropriate. As in PHC-11, there are also three specialized reviews in this year's volume. In the inaugural chapter, Michael Groziak revitalizes the field of boron heterocycles, a relatively obscure class of heterocycles, but with a promising future. Heterocyclic phosphorus ylides are similarly a little known but useful class of compounds and Alan Aitken and Tracy Massil have provided a comprehensive review of them in Chapter 2. In Chapter 3 Jack Li discusses the remarkably versatile palladium chemistry in pyridine alkaloid synthesis.The subsequent chapters deal with recent advances in the field of heterocyclic chemistry arranged by increasing ring size and with emphasis on synthesis and reactions.

Chemical Abstracts

Chemical Abstracts PDF Author:
Publisher:
ISBN:
Category : Chemistry
Languages : en
Pages : 2364

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