Author: Jesse D. Carrick
Publisher:
ISBN:
Category :
Languages : en
Pages : 170

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Book Description

Author: Nicholas A. Morra
Publisher:
ISBN:
Category :
Languages : en
Pages :

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Book Description
A second generation catalyst for the Mukaiyama oxidative cyclization for the formation of trans-THF rings is described. Co(nmp)2, displays increased stability to the reaction conditions, resulting in lower catalyst loadings, lower reaction temperatures, and significantly higher purity and yields of the products. Three procedures have been developed with this new water-soluble catalyst that greatly simplifies the post-reaction purification, making this procedure the premier method of forming trans-THF rings. This new catalyst has been applied towards the total synthesis of the potently bioactive macrocycle, Amphidinolide C. Herein we report the successful synthesis of several fragments of the natural product, and our attempts at coupling them to complete the synthesis. The C(1)-C(9) was achieved via two routes, both utilizing the highly effective oxidation catalyst Co(nmp)2 to form the methyl substituted trans-THF ring. Synthetic highlights include a regioselective Shi epoxidation, and the design and introduction of a novel Lewis acid (BF2OBn×OEt2) to facilitate a stereoselective reductive epoxide opening. The C(18)-C(34) fragment was also achieved via two routes, culminating in both the shortest (11 steps) and highest yielding (26% overall yield) approaches to this segment. Synthetic highlights of this fragment include a selective methylation of a diyne, and a highly selective alkynylation of a THF aldehyde, achieving excellent dr (>20:1) without the addition of an external chiral compound. Advanced intermediates comprising the entirety of the carbon backbone of the molecule have been synthesized, which in theory could complete the total synthesis in as few as two bond forming steps.

Author: Rainer Mahrwald
Publisher: John Wiley & Sons
ISBN: 3527656731
Category : Science
Languages : en
Pages : 604

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Book Description
The selective formation of bondings between molecules is one of the major challenges in organic chemistry, and the so-called aldol reaction is one of the most important for this purpose. These reactions are a highly useful tool for developing such novel substances as natural products and pharmaceuticals. Likes its highly successful and much appreciated predecessor, "Modern Aldol Reactions", this ready reference provides a systematic overview of methodologies for installing a required configuration during an aldol addition step, but shifts the focus so as to cover the latest developments. As such, it presents a set of brand new tools, including vinylogous Mukaiyama-aldol reactions and substrate-controlled aldol reactions, as well as asymmetric induction in aldol additions. Furthermore, new developments in existing stereoselective aldol additions are described, such as the deployment of supersilyl groups or organocatalyzed aldol additions. All of these methodologies are presented in the context of their deployment in the total synthesis of natural products.

Author: Vitomir Šunjić
Publisher: Springer
ISBN: 3319299263
Category : Science
Languages : en
Pages : 221

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Book Description
This book connects a retrosynthetic or disconnection approach with synthetic methods in the preparation of target molecules from simple, achiral ones to complex, chiral structures in the optically pure form. Retrosynthetic considerations and asymmetric syntheses are presented as closely related topics, often in the same chapter, underlining the importance of retrosynthetic consideration of target molecules neglecting stereochemistry and equipping readers to overcome the difficulties they may encounter in the planning and experimental implementation of asymmetric syntheses. This approach prepares students in advanced organic chemistry courses, and in particular young scientists working at academic and industrial laboratories, for independently solving synthetic problems and creating proposals for the synthesis of complex structures.

Author: Manfred Braun
Publisher: John Wiley & Sons
ISBN: 3527334521
Category : Science
Languages : en
Pages : 454

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Book Description
Authored by one of the world?s leading synthetic chemists in the field, this reference presents modern enolate chemistry with an emphasis on metal O-enolates in asymmetric synthesis. While great care is taken to cover novel, successful concepts, such classical methods as the famous Evans enolates are equally highlighted. Throughout the book representative reaction procedures are presented, thus helping readers to find the best solution for their own synthetic problem. Of high interest to synthetic chemists in academia, as well as the pharmaceuticals, agrochemicals and fine chemicals industries.

Author: Vasyl Andrushko
Publisher: John Wiley & Sons
ISBN: 1118628330
Category : Science
Languages : en
Pages : 1836

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Book Description
Brings together the best tested and proven stereoselective synthetic methods Both the chemical and pharmaceutical industries are increasingly dependent on stereoselective synthetic methods and strategies for the generation of new chiral drugs and natural products that offer specific 3-D structures. With the publication of Stereoselective Synthesis of Drugs and Natural Products, researchers can turn to this comprehensive two-volume work to guide them through all the core methods for the synthesis of chiral drugs and natural products. Stereoselective Synthesis of Drugs and Natural Products features contributions from an international team of synthetic chemists and pharmaceutical and natural product researchers. These authors have reviewed the tremendous body of literature in the field in order to compile a set of reliable, tested, and proven methods alongside step-by-step guidance. This practical resource not only explores synthetic methodology, but also reaction mechanisms and applications in medicinal chemistry and drug discovery. The publication begins with an introductory chapter covering general principles and methodologies, nomenclature, and strategies of stereoselective synthesis. Next, it is divided into three parts: Part One: General Methods and Strategies Part Two: Stereoselective Synthesis by Bond Formation including C-C bond formation C-H bond formation C-O bond formation C-N bond formation Other C-heteroatom formation and other bond formation Part Three: Methods of Analysis and Chiral Separation References in every chapter serve as a gateway to the literature in the field. With this publication as their guide, chemists involved in the stereoselective synthesis of drugs and natural products now have a single, expertly edited source for all the methods they need.

Author: Yasushi Nishihara
Publisher: Springer Science & Business Media
ISBN: 3642323685
Category : Science
Languages : en
Pages : 247

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Book Description
“Applied Cross-Coupling Reactions” provides students and teachers of advanced organic chemistry with an overview of the history, mechanisms and applications of cross-coupling reactions. Since the discovery of the transition-metal-catalyzed cross-coupling reactions in 1972, numerous synthetic uses and industrial applications have been developed. The mechanistic studies of the cross-coupling reactions have disclosed that three fundamental reactions: oxidative addition, transmetalation, and reductive elimination, are involved in a catalytic cycle. Cross-coupling reactions have allowed us to produce a variety of compounds for industrial purposes, such as natural products, pharmaceuticals, liquid crystals and conjugate polymers for use in electronic devices. Indeed, the Nobel Prize for Chemistry in 2010 was awarded for work on cross-coupling reactions. In this book, the recent trends in cross-coupling reactions are also introduced from the point of view of synthesis design and catalytic activities of transition-metal catalysts.

Author: American Chemical Society. Meeting
Publisher:
ISBN:
Category : Chemistry
Languages : en
Pages : 976

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Book Description

Author: Laszlo Kurti
Publisher: Elsevier
ISBN: 0080575412
Category : Science
Languages : en
Pages : 808

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Book Description
Kurti and Czako have produced an indispensable tool for specialists and non-specialists in organic chemistry. This innovative reference work includes 250 organic reactions and their strategic use in the synthesis of complex natural and unnatural products. Reactions are thoroughly discussed in a convenient, two-page layout--using full color. Its comprehensive coverage, superb organization, quality of presentation, and wealth of references, make this a necessity for every organic chemist. * The first reference work on named reactions to present colored schemes for easier understanding* 250 frequently used named reactions are presented in a convenient two-page layout with numerous examples* An opening list of abbreviations includes both structures and chemical names * Contains more than 10,000 references grouped by seminal papers, reviews, modifications, and theoretical works * Appendices list reactions in order of discovery, group by contemporary usage, and provide additional study tools* Extensive index quickly locates information using words found in text and drawings

Author: Dewan S. Bhakuni
Publisher: Springer Science & Business Media
ISBN: 1402034849
Category : Science
Languages : en
Pages : 397

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Book Description
Bioactive Marine Natural Products is the first book available that covers all aspects of bioactive marine natural products. It fills the void in the literature for bioactive marine natural products. The book covers various aspects of marine natural products and it is hoped that all the major classes of bioactive compounds are included. Different classes of marine organisms and the separation and isolation techniques are discussed. The chemistry and biology of marine toxins, peptides, alkaloids, nucleosides and prostanoids are discussed in detail. Biological, toxicological and clinical evaluations are also dealt with to ensure that the book may be adopted at any stage by any practicing organic chemist or biologist, working in academia or in R and D divisions of pharmaceutical companies. Each chapter in the book includes an abstract to highlight the major points discussed in the text and concluding remarks are given. References to books, monographs, review articles and original papers are provided at the end of each chapter.