Synthetic Studies Towards the Total Syntheses of the Tetracyclic Diquinane Lycopodium Alkaloids Magellanine and Magellaninone PDF Download

Author: Aimin Wang
Publisher:
ISBN:
Category :
Languages : en
Pages :

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Author: Paul Steven Watson
Publisher:
ISBN:
Category : Alkaloids
Languages : en
Pages : 372

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Author: Sarah Elizabeth House
Publisher:
ISBN:
Category :
Languages : en
Pages : 370

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A unified approach to the total synthesis of Lycopodium alkaloids belonging to the miscellaneous class has been developed, wherein a single tetracyclic amine is employed as a common intermediate in synthetic studies toward several alkaloids. An overview of Lycopodium alkaloids is presented, including their structural classification, isolation and biological activity. The biosynthesis of alkaloids in the miscellaneous group is discussed in depth. A summary of previous synthetic work focusing on miscellaneous Lycopodium alkaloids is presented, including total syntheses of luciduline, lyconadins A and B and nankakurines A and B.A model study of spirolucidine is discussed. A biomimetic route to access spirolucidine and nankakurine B has been investigated. In this study, a tetracyclic amine that is a key intermedite in the total synthesis of lyconadin A previously developed in our laboratory is elaborated into a tertiary alcohol that mimics the proposed biosynthetic precursor of nankakurine B.A biomimetic ring-contractive [alpha]-hydroxyimine rearrangement to generate nankakurine B has been extensively investigated and found to be disfavored. The conversion of a tricyclic ketone (first synthesized en route to lyconadin A) to the tetracyclic core of serratezomine D has been investigated. The core of this molecule was inaccessible via methods employed in the studies toward lyconadin A. The total synthesis of 1'-epi-dihydrolycolucine from the key common tetracyclic amine intermediate has been achieved. Studies toward the synthesis of serratezomine E served as a platform to develop this method and to determine the stereochemical outcome of this reaction.

Author: Rebecca Anne Murphy
Publisher:
ISBN:
Category :
Languages : en
Pages : 340

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This dissertation describes our strategy toward the synthesis of a variety of fawcettimine-type Lycopodium alkaloids. The first section focuses on the classification, structure, and historical significance of these natural products. This section also includes a proposal for their biosynthesis and a survey of the biological activities of the members of this class. The second section describes our work toward magellanine, magellaninone, and paniculatine. Two existing syntheses of these molecules are discussed, along with the strategy that we chose to employ in our work. We first pursue the synthesis of these natural products using a C4 pyridine C-H functionalization strategy that is based on precedent by the Fagnou and Echavarren groups. We then describe a C3 pyridine C-H functionalization approach that has more diverse methodological inspiration, although the original synthetic disconnection strategy derives from work done by the Jin Quan Yu group. Both of these synthetic endeavors are detailed herein. Finally, the third section covers our efforts toward the synthesis of lycopladines B, C, and D. We describe our "Heathcock-inspired"cascade approach toward the divergent synthesis of these three natural products. In this work, we have pursued the synthesis of a number of different substrates. We conclude with a summary of how this approach has evolved into a number of other projects within our group.

Author: Theodore Otto Johnson
Publisher:
ISBN:
Category :
Languages : en
Pages : 310

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Category : Dissertations, Academic
Languages : en
Pages : 764

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Author: Inamuddin
Publisher: John Wiley & Sons
ISBN: 1119711452
Category : Technology & Engineering
Languages : en
Pages : 674

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The 21 chapters in this book presents a comprehensive overview of flexible supercapacitors using engineering nanoarchitectures mediated by functional nanomaterials and polymers as electrodes, electrolytes, and separators, etc. for advanced energy applications. The various aspects of flexible supercapacitors, including capacitor electrochemistry, evaluating parameters, operating conditions, characterization techniques, different types of electrodes, electrolytes, and flexible substrates are covered. This is probably the first book of its type which systematically describes the recent developments and progress in flexible supercapacitor technology, and will be very helpful for generating new and innovative ideas in the field of energy storage material for wearable/flexible industry applications.

Author: Hans-Joachim Knoelker
Publisher: Springer Science & Business Media
ISBN: 3642255280
Category : Science
Languages : en
Pages : 268

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Lycopodium Alkaloids: Isolation and Asymmetric Synthesis, by Mariko Kitajima and Hiromitsu Takayama.- Synthesis of Morphine Alkaloids and Derivatives, by Uwe Rinner and Tomas Hudlicky.- Indole Prenylation in Alkaloid Synthesis, by Thomas Lindel, Nils Marsch and Santosh Kumar Adla.- Marine Pyrroloiminoquinone Alkaloids, by Yasuyuki Kita and Hiromichi Fujioka.- Synthetic Studies on Amaryllidaceae and Other Terrestrially Derived Alkaloids, by Martin G. Banwell, Nadia Yuqian Gao, Brett D. Schwartz and Lorenzo V. White.- Synthesis of Pyrrole and Carbazole Alkaloids, by Ingmar Bauer and Hans-Joachim Knölker.-

Author: Pei-Qiang Huang
Publisher: John Wiley & Sons
ISBN: 1118940210
Category : Science
Languages : en
Pages : 512

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Uniting the key organic topics of total synthesis and efficient synthetic methodologies, this book clearly overviews synthetic strategies and tactics applied in total synthesis, demonstrating how the total synthesis of natural products enables scientific and drug discovery. • Focuses on efficiency, a fundamental and important issue in natural products synthesis that makes natural product synthesis a powerful tool in biological and pharmaceutical science • Describes new methods like organocatalysis, multicomponent and cascade reactions, and biomimetic synthesis • Appeals to graduate students with two sections at the end of each chapter illustrating key reactions, strategies, tactics, and concepts; and good but unfinished total synthesis (synthesis of core structure) before the last section • Compiles examples of solid phase synthesis and continuing flow chemistry-based total synthesis which are very relevant and attractive to industry R&D professionals

Author: Bruce A. Arndtsen
Publisher: Springer Nature
ISBN: 3030438511
Category : Science
Languages : en
Pages : 211

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The series Topics in Current Chemistry Collections presents critical reviews from the journal Topics in Current Chemistry organized in topical volumes. The scope of coverage is all areas of chemical science including the interfaces with related disciplines such as biology, medicine and materials science. The goal of each thematic volume is to give the non-specialist reader, whether in academia or industry, a comprehensive insight into an area where new research is emerging which is of interest to a larger scientific audience.Each review within the volume critically surveys one aspect of that topic and places it within the context of the volume as a whole. The most significant developments of the last 5 to 10 years are presented using selected examples to illustrate the principles discussed. The coverage is not intended to be an exhaustive summary of the field or include large quantities of data, but should rather be conceptual, concentrating on the methodological thinking that will allow the non-specialist reader to understand the information presented. Contributions also offer an outlook on potential future developments in the field.The chapter "Enamine/Transition Metal Combined Catalysis: Catalytic Transformations Involving Organometallic Electrophilic Intermediates" is available open access under a CC BY 4.0 License via link.springer.com.