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Total Synthesis And Study Of Myrmicarin Alkaloids
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Book Synopsis Total Synthesis and Study of Myrmicarin Alkaloids by : Alison Evelynn Ondrus
Download or read book Total Synthesis and Study of Myrmicarin Alkaloids written by Alison Evelynn Ondrus and published by . This book was released on 2009 with total page 416 pages. Available in PDF, EPUB and Kindle. Book excerpt: (Cont.) Efficient and Stereoselective Dimerization of Pyrroloindolizine Derivatives Inspired by a Hypothesis for the Biosynthesis of Complex Myrmicarin Alkaloids Pyrroloindolizine derivatives participate in efficient and stereoselective homo- and heterodimerization reactions upon treatment with Bronsted or Lewis acids. The distinctive ability of pyrroloindolizines to act as azafulvenium ion precursors provides direct access to both heptacyclic and hexacyclic dimeric products. The inherent reactivity of these structures suggests a concise synthesis of complex myrmicarin alkaloids via dimerization of pyrroloindolizines, and may have implications for the biosynthesis of these intriguing alkaloids. V. Reversible Dimerization of (+)-Myrmicarin 215B Bronsted acid-promoted reversible dimerization of myrmicarin 215B leads to formation of a new heptacyclic product, isomyrmicarin 430B, that possesses a C1,C2-trans, C2,C3-trans substituted cyclopentane ring. Mechanistic studies illustrate that isomyrmicarin 430B arises by isomerization of isomyrmicarin 430A via fragmentation to tricyclic azafulvenium ions. Factors influencing the structure of heptacyclic isomyrmicarin products and potential relevance of this reversible vinyl pyrroloindolizine dimerization to the biosynthesis of complex myrmicarins are discussed.
Book Synopsis Recent Applications of Selected Name Reactions in the Total Synthesis of Alkaloids by : Majid M. Heravi
Download or read book Recent Applications of Selected Name Reactions in the Total Synthesis of Alkaloids written by Majid M. Heravi and published by Elsevier. This book was released on 2021-06-15 with total page 402 pages. Available in PDF, EPUB and Kindle. Book excerpt: Recent Applications of Selected Name Reactions in the Total Synthesis of Alkaloids includes comprehensive coverage of name reactions in the synthesis of alkaloids. This book highlights the synthesis of various alkaloids using special name reactions including the Diels-Alder, Friedel-Crafts, Heck, Mannich, Pauson-Khand, Pictet-Spengler, Sonogashira and Suzuki reactions. In this book, some selected name reactions in the total synthesis of alkaloids are covered, as they can be used as the key step/steps in the synthesis of different alkaloids exhibiting various biological activities. All chapters include an introduction, history and mechanism of the name reaction, and present the origin of the natural product and its known biological activities. The pathway to total synthesis is visually illustrated, and the focus is on the step in which a name reaction is applied. Chemists working in the area of synthetic organic chemistry will find this reference useful, as well as those working to develop novel methodologies for the synthesis of natural products in both academia and industry. This book is also beneficial to biologists, pharmacists and botanists. Includes an introduction of alkaloids, their origins and biological properties Features the applications of special name reactions as the key step in the total synthesis of featured alkaloids Covers the pathway for the synthesis of alkaloids from commercially available or easily accessible starting materials by using at least one name reaction to achieve the desired target products
Book Synopsis Studies Towards Total Synthesis of Polyketide Natural Products and Alkaloids by : Anastasia Hager
Download or read book Studies Towards Total Synthesis of Polyketide Natural Products and Alkaloids written by Anastasia Hager and published by . This book was released on 2012 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Alkaloid Synthesis by : Hans-Joachim Knölker
Download or read book Alkaloid Synthesis written by Hans-Joachim Knölker and published by Springer Science & Business Media. This book was released on 2012-01-10 with total page 268 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.-
Book Synopsis Total Synthesis of Indole Alkaloids by : Junpei Matsuoka
Download or read book Total Synthesis of Indole Alkaloids written by Junpei Matsuoka and published by Springer Nature. This book was released on 2020-09-18 with total page 91 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book explores efficient syntheses of indole alkaloids based on gold-catalyzed cascade cyclizations, presenting two strategies for total synthesis of these natural products based on gold-catalyzed reactions of conjugated diyne or ynamide. The book first describes the total and formal synthesis of dictyodendrins A–F based on direct construction of the pyrrolo[2,3-c]carbazole core using the gold-catalyzed annulation of azido-diynes and protected pyrrole. This synthetic strategy features late-stage functionalization of the pyrrolo[2,3-c]carbazole scaffold at several positions and allows diverse access to dictyodendrins and their derivatives. Secondly, the book discusses the formal synthesis of vindorosine based on the pyrrolo[2,3-d]carbazole construction using the gold-catalyzed cascade cyclization of ynamide. Importantly, the reaction using a chiral gold complex provides the optically active pyrrolo[2,3-d]carbazole. This strategy facilitates the rapid construction of the pyrrolocarbazole core structure of aspidosperma and related alkaloids, including vindorosine. These methodologies can accelerate the medicinal application of pyrrolocarbazole-type alkaloids and related compounds.
Book Synopsis Part I: Studies Towards the Total Synthesis of Zoanthamine Alkaloids Part II: Total Synthesis of (-)-lankacyclinol by : Guillermo Stanley Cortez Veliz
Download or read book Part I: Studies Towards the Total Synthesis of Zoanthamine Alkaloids Part II: Total Synthesis of (-)-lankacyclinol written by Guillermo Stanley Cortez Veliz and published by . This book was released on 2000 with total page 380 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Strategies and Tactics in Organic Synthesis by : Gopal Sirasani
Download or read book Strategies and Tactics in Organic Synthesis written by Gopal Sirasani and published by Elsevier Inc. Chapters. This book was released on 2013-07-29 with total page 39 pages. Available in PDF, EPUB and Kindle. Book excerpt: Described herein is an account of my laboratory’s entry into the magnificent field of complex alkaloid total synthesis, spanning the development of novel methods for quickly assembling polycyclic frameworks through the total synthesis of various members of the Strychnos alkaloids. A discussion of the prior art related to our approach to these alkaloids in addition to strategic decisions and reasoning made en route to targets akuammicine ( 1 ), strychnine ( 2 ), and leuconicines A ( 3 ) and B ( 4 ) is carefully detailed. Finally, we present the retrosynthetic analyses of the aforementioned targets and respective total syntheses thereof (including asymmetric variants).
Book Synopsis Studies Toward the Toward the Total Synthesis of the Alkaloids Gelsedine and Manzamine A by : Scott A. Ballentine
Download or read book Studies Toward the Toward the Total Synthesis of the Alkaloids Gelsedine and Manzamine A written by Scott A. Ballentine and published by . This book was released on 2000 with total page 514 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Towards Schizozygine Type Alkaloids by : Xiangyu Zhang
Download or read book Towards Schizozygine Type Alkaloids written by Xiangyu Zhang and published by . This book was released on 2019 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: As a classic and powerful tool for carbon-carbon bond formation, the nitro-Mannich reaction has shown its versatility in drugs and natural products syntheses. The 1,2-diamine structure, a reduced moiety from nitro-Mannich adduct, is widely present in naturally occurring alkaloids and this feature suggested the potential application of nitro-mannich reaction in such alkaloids synthesis. This thesis showcases the nitro-Mannich reaction as a key strategic reaction through studies towards the total synthesis of 1,2-diamine contained alkaloids, schizozygine, vallesamidine and strempeliopine (Chapter 1 and 2). Initial studies on the schizozygine molecule (Chapter 3) generated a diastereoselective nitro-Mannich reaction on -branched nitroalkanes to synthesise complex -nitroamines with three contigurous chiral centres and syn,anti stereochemistry. This reaction was followed by a reductive cyclisation to achieve the functionalised piperidine ring C. Although the subsequent manipulation towards advanced shcizozygine intermediate was unsuccessful, the nitro-Mannich/reductive cyclisation sequence provided methodology for highly functionalised piperidine ring synthesis. A second generation route using nitro-Mannich reaction was accompanied by other nitro group chemistry, Michael addition, Tsuji-Trost allylation and nitro group reduction/C-N coupling reaction, to realise the quick and concise preparation of an A/B/C ring intermediate. An unusual and novel [1,4]-hydride tansfer/Mannich type cyclisation was carried out to build the ring E. The resulting A/B/C/E ring intermediate was used divergently to complete the total synthesis of (+)-vallesamidine (Chapter 4) and (+)-14,15-dehydrostrempeliopine (Chapter 5) as well as three other unnatural analogues. These natural and unnatural products could be candidates for drug discovery research and the route would be applicale for the synthesis of schizozygine and related molecules.
Book Synopsis Total Synthesis of Dimeric Pyrrole-imidazole Alkaloids by : Daniel Patrick O'Malley
Download or read book Total Synthesis of Dimeric Pyrrole-imidazole Alkaloids written by Daniel Patrick O'Malley and published by ProQuest. This book was released on 2008 with total page 500 pages. Available in PDF, EPUB and Kindle. Book excerpt: This thesis describes the synthesis of the dimeric pyrrole-imidazole alkaloids sceptrin, ageliferin, nagelamide E, oxysceptrin, nakamuric acid, nakamuric acid methyl ester, axineallamine A, and axinellamine B. The total synthesis of racemic sceptrin was accomplished by the fragmentation of an oxaquadricyclane to establish the cyclobutane core, followed by attachment of the pyrrole sidechains and elaboration of the 2-aminoimidazole units. Microwave irradiation of sceptrin yielded the natural products ageliferin and nagelamide E. An enantioselective synthesis of sceptrin was effected by means of an enzymatic desymmetrization and careful modification of the oxaquadricyclane fragmentation conditions. The absolute configuration of ageliferin was determined by synthesis from enantiopure sceptrin, highlighting the possibility that sceptrin may be the biosynthetic precursor of ageliferin. A computational study of the formation of ageliferin indicates that this reaction likely proceeds via a radical fragmentation mechanism. Biosynthetic considerations led to the synthesis of oxysceptrin, nakamuric acid, and nakamuric acid methyl ester from sceptrin. Attempts to obtain the cyclopentyl core of the axinellamines, massadines, and palau'amines culminated in the development of a ring contraction of ageliferin. However, the stereochemistry of the spiro ring junction formed in this reaction was opposite that found in the natural products. Finally, the total synthesis of axinellamines A and B by closure of a linear intermediate and studies on oxidation of intermediates formed in this route are discussed.
Book Synopsis Studies Towards the Total Synthesis of Macroline Alkaloids by : Benedikt Johannes Maier
Download or read book Studies Towards the Total Synthesis of Macroline Alkaloids written by Benedikt Johannes Maier and published by . This book was released on 2023 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis A Unified Approach Toward the Total Synthesis of Lycopodium Alkaloids of the Miscellaneous Class by : Sarah Elizabeth House
Download or read book A Unified Approach Toward the Total Synthesis of Lycopodium Alkaloids of the Miscellaneous Class written by Sarah Elizabeth House and published by . This book was released on 2010 with total page 370 pages. Available in PDF, EPUB and Kindle. Book excerpt: 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.
Book Synopsis From Nucleosides to Alkaloids and Polyketides by : Dominik Hager
Download or read book From Nucleosides to Alkaloids and Polyketides written by Dominik Hager and published by . This book was released on 2012 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Studies Directed Toward the Total Synthesis of the Strychnos Alkaloids by : Robert Wells Marquis
Download or read book Studies Directed Toward the Total Synthesis of the Strychnos Alkaloids written by Robert Wells Marquis and published by . This book was released on 1988 with total page 260 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Studies Directed Toward the Total Synthesis of Ergoline Alkaloids by : Alexander Isaac Schultz
Download or read book Studies Directed Toward the Total Synthesis of Ergoline Alkaloids written by Alexander Isaac Schultz and published by . This book was released on 2003 with total page 138 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Studies Toward the Total Synthesis of Strychnos Alkaloids by : Steven Roger Angle
Download or read book Studies Toward the Total Synthesis of Strychnos Alkaloids written by Steven Roger Angle and published by . This book was released on 1984 with total page 428 pages. Available in PDF, EPUB and Kindle. Book excerpt:
Book Synopsis Studies Directed Toward the Total Synthesis of the Diterpene Alkaloids by : Oliver Earl Hutt
Download or read book Studies Directed Toward the Total Synthesis of the Diterpene Alkaloids written by Oliver Earl Hutt and published by . This book was released on 2005 with total page 350 pages. Available in PDF, EPUB and Kindle. Book excerpt:
