Total Synthesis of Tetracyclic Indole Alkaloids PDF Download

Author: Martin Francis Jones
Publisher:
ISBN:
Category :
Languages : en
Pages :

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Author: 賽思
Publisher:
ISBN:
Category :
Languages : en
Pages :

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Author: Majid M. Heravi
Publisher: Elsevier
ISBN: 0128242582
Category : Science
Languages : en
Pages : 404

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Book Description
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

Author: Maliha Uroos
Publisher: Elsevier
ISBN: 0323972489
Category : Science
Languages : en
Pages : 236

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Indole Alkaloids: Spirooxindole details the multistep synthesis of natural products using schematic diagrams, providing a quick-and-easy way to review and understand new and novel synthetic strategies to construct structural frameworks of natural products. As a volume in the Visual Guides to Natural Product Synthesis series, this book presents the schematic total syntheses of natural products containing a “spirooxindole” core structure. It covers spirooxindole molecules through visual diagrams, highlighting key steps involved in total, formal and semi-syntheses. Sections cover Brevianamide A and B, Citrinadin A and B, Coerulescine and Horsfiline, Elacomine and Isoelacomine, Gelsemine, Paraherquamide A and B, Rynchophylline, Isorynchophylline, and more. Visual layouts provide quick-and- easy access to developed synthetic routes towards the targeted spirooxindoles. Outlines synthetic strategies for natural products bearing a spirooxindole core structure Includes schematic diagrams of multistep synthetic routes, highlighting key steps along the way Describes all routes for the formal synthesis, semi-synthesis and total synthesis of spirooxindole alkaloids

Author: Junpei Matsuoka
Publisher: Springer Nature
ISBN: 9811586527
Category : Science
Languages : en
Pages : 91

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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.

Author: Robert A. Farr
Publisher:
ISBN:
Category : Indole alkaloids
Languages : en
Pages : 298

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Author: Rahman
Publisher: CRC Press
ISBN: 9789057022685
Category : Science
Languages : en
Pages : 354

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Indole alkaloids constitute an important class of natural products which include a large number of pharmacologically important substances such as the anti-tumour alkaloids, vinblastine and vincristine, the blood pressure lowering substance reserpine, the hallucinatory lysergic acid and its derivatives, and the cardio-arrhythmic alkaloid, ajmalicine. This important field has attracted the leading synthetic organic chemists of the present century to develop synthetic approaches to the challenging structural architecture encountered in many indole alkaloids. The book describes the syntheses of various types of indole alkaloids.

Author: Connor L. Martin
Publisher:
ISBN: 9781124400716
Category :
Languages : en
Pages : 328

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Chapter 1. The unique indole alkaloid ( - )-actinophyllic acid (1) is introduced. Its biological activity, structural relationship to other indole alkaloids, and potential biosynthesis are discussed. Our plan for synthesizing ( - )-actinophyllic acid with the use of the aza-Cope/Mannich reaction as a key step is described in detail. Chapter 2. The first-generation total synthesis of (±)-actinophyllic acid (rac-1) is described. The central step in this synthesis is the aza-Cope/Mannich reaction, which constructs the core of the previously unknown hexacyclic ring system of actinophyllic acid from a much simpler tetracyclic precursor. The hexahydro-1,5-methano-1H-azocino[4,3-b]indole ketone rac-121 is assembled from o-nitrophenylacetic acid in four steps, with oxidative cyclization of the dienolate derivative of tricyclic precursor rac-119 being the pivotal step. In the most concise route, rac-121 is elaborated to allylic alcohol rac-130, which is transformed to pentacyclic ester rac-134 by a one-pot global deprotection-aza-Cope/Mannich-Fisher esterification sequence. In two additional steps, this intermediate is advanced to (±)-actinophyllic acid. Chapter 3. The second-generation total syntheses of (±)-actinophyllic acid (rac-1) and ( - )-actinophyllic acid (1) are described. The first-generation synthesis is streamlined by elaborating ketone rac-121 to B-hydroxyester intermediate rac-141, which is directly transformed to (±)-actinophyllic acid upon exposure to HCl and paraformaldehyde. This concise synthesis of (±)-actinophyllic acid is realized in 22% overall yield from commercially available di-tert-butyl malonate and o-nitrophenylacetic acid by a sequence that proceeds by way of only six isolated intermediates. The first enantioselective total synthesis of ( - )-actinophyllic acid (1) is accomplished by this direct sequence from tricyclic keto malonate (S)-119. Catalytic enantioselective reduction of enone 163 is the key step in the preparation of intermediate (S)-119 from the commercially available Boc-amino acid 161. Chapter 4. The first enantioselective total syntheses of indole alkaloids of the condylocarpine type are described. (+)-Condylocarpine (174a), (+)-isocondylocarpine (174b), and (+)-tubotaiwine (217) are prepared in high enantiomeric purity (>99% ee) from (1S,5R)-hexahydro-1,5-methano-1H-azocino[4,3-b]indole-12-one (1S,5R)-121 by way of five or six isolated intermediates.

Author: Jun Ma
Publisher:
ISBN:
Category : Antimalarials
Languages : en
Pages : 464

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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.-