Total Synthesis of Bioactive Natural Products by Palladium-Catalyzed Domino Cyclization of Allenes and Related Compounds

Total Synthesis of Bioactive Natural Products by Palladium-Catalyzed Domino Cyclization of Allenes and Related Compounds PDF Author: Shinsuke Inuki
Publisher: Springer Science & Business Media
ISBN: 4431540431
Category : Science
Languages : en
Pages : 115

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Book Description
The author has developed novel methodologies for highly efficient construction of functionalized heterocycles by palladium-catalyzed domino/cascade cyclization of allenes and related compounds containing appropriate nucleophilic group(s). Based on these methodologies, enantioselective total syntheses of bioactive natural products, pachastrissamine (26% overall yield in seven steps), lysergic acid (4.0% overall yield in fifteen steps), lysergol (3.6% overall yield in fifteen steps) and isolysergol (8.2% overall yield in eleven steps) have been achieved. These are more facile synthetic route than those previously reported. These findings would contribute to the development of efficient synthetic methods for biologically active compounds containing a complex structure.

Total Synthesis of Bioactive Natural Products by Palladium-Catalyzed Domino Cyclization of Allenes and Related Compounds

Total Synthesis of Bioactive Natural Products by Palladium-Catalyzed Domino Cyclization of Allenes and Related Compounds PDF Author: Shinsuke Inuki
Publisher: Springer Science & Business Media
ISBN: 4431540431
Category : Science
Languages : en
Pages : 115

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Book Description
The author has developed novel methodologies for highly efficient construction of functionalized heterocycles by palladium-catalyzed domino/cascade cyclization of allenes and related compounds containing appropriate nucleophilic group(s). Based on these methodologies, enantioselective total syntheses of bioactive natural products, pachastrissamine (26% overall yield in seven steps), lysergic acid (4.0% overall yield in fifteen steps), lysergol (3.6% overall yield in fifteen steps) and isolysergol (8.2% overall yield in eleven steps) have been achieved. These are more facile synthetic route than those previously reported. These findings would contribute to the development of efficient synthetic methods for biologically active compounds containing a complex structure.

Total Synthesis of Natural Products

Total Synthesis of Natural Products PDF Author: Jie Jack Li
Publisher: Springer Science & Business Media
ISBN: 3642340652
Category : Science
Languages : en
Pages : 292

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Book Description
'Total Synthesis of Natural Products' is written and edited by some of today's leaders in organic chemistry. Eleven chapters cover a range of natural products, from steroids to alkaloids. Each chapter contains an introduction to the natural product in question, descriptions of its biological and pharmacological properties and outlines of total synthesis procedures already carried out. Particular emphasis is placed on novel methodologies developed by the respective authors and their research groups. This text is ideal for graduate and advanced undergraduate students, as well as organic chemists in academia and industry.

The Total Synthesis of Natural Products

The Total Synthesis of Natural Products PDF Author: John ApSimon
Publisher:
ISBN:
Category : Chemistry, Organic
Languages : en
Pages : 552

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Palladium Catalysis Directed Towards the Synthesis of Natural Products

Palladium Catalysis Directed Towards the Synthesis of Natural Products PDF Author: Lara Schwartz Kallander
Publisher:
ISBN:
Category :
Languages : en
Pages : 508

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Book Description


Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B

Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B PDF Author: Xiao-Yu Sun
Publisher: Springer Science & Business Media
ISBN: 3642271952
Category : Science
Languages : en
Pages : 232

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Book Description
In his thesis, Xiaoyu Sun conducts the first total synthesis of all possible stereoisomers of plakortide E and also confirms the absolute configuration of natural plakortide E. Xiaoyu Sun subsequently converts Plakortide E methyl ester to plakortone B in a biomimetic conversion. Construction and functionalization of cyclic peroxides are notoriously difficult due to the very low O-O bond dissociation energy. Plaktoride E is isolated from the Jamaican marine sponge platorits halichondrioides and contains a five-membered peroxide ring, with oxygen atoms linked to tertiary C4 and C6 centers. The methodology used for synthesizing highly substituted cyclic peroxides is novel and useful, and not only extends the field of Pd-catalyzed reactions, but also provides a convenient synthetic approach for the preparation of the 1,2-dioxolanes series. Plakortide E and plakortone B are bioactive, which means that the synthetic studies on them and their analogs are pivotal in drug discovery.

The Total Synthesis of Natural Products, Volume 7

The Total Synthesis of Natural Products, Volume 7 PDF Author: John ApSimon
Publisher: John Wiley & Sons
ISBN: 0470129581
Category : Science
Languages : en
Pages : 483

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Book Description
The appearance of the seventh volume of The Total Synthesis of Natural Products signals the continued health of the art and science of organic synthesis. This new volume contains a chapter updating monoterpene synthesis and reviews the newer areas of leukotrienes and macro-cyclic lactones. The Total Synthesis of Natural Products, Volume Seven forms an integral part of the invaluable working reference begun in Volumes One through Six, to which chemists may turn for the available data on the total synthesis of complex molecules. Lessons learned from the synthetic challenges presented here by various natural products will serve as a sound base for this continually evolving field.

Artificial Metalloenzymes and MetalloDNAzymes in Catalysis

Artificial Metalloenzymes and MetalloDNAzymes in Catalysis PDF Author: Montserrat Diéguez
Publisher: John Wiley & Sons
ISBN: 3527804072
Category : Technology & Engineering
Languages : en
Pages : 1200

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Book Description
An important reference for researchers in the field of metal-enzyme hybrid catalysis Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a comprehensive review of the most current strategies, developed over recent decades, for the design, synthesis, and optimization of these hybrid catalysts as well as material about their application. The contributors—noted experts in the field—present information on the preparation, characterization, and optimization of artificial metalloenzymes in a timely and authoritative manner. The authors present a thorough examination of this interesting new platform for catalysis that combines the excellent selective recognition/binding properties of enzymes with transition metal catalysts. The text includes information on the various applications of metal-enzyme hybrid catalysts for novel reactions, offers insights into the latest advances in the field, and contains an informative perspective on the future: Explores the development of artificial metalloenzymes, the modern and strongly evolving research field on the verge of industrial application Contains a comprehensive reference to the research area of metal-enzyme hybrid catalysis that has experienced tremendous growth in recent years Includes contributions from leading researchers in the field Shows how this new catalysis combines the selective recognition/binding properties of enzymes with transition metal catalysts Written for catalytic chemists, bioinorganic chemists, biochemists, and organic chemists, Artificial Metalloenzymes and MetalloDNAzymes in Catalysis offers a unique reference to the fundamentals, concepts, applications, and the most recent developments for more efficient and sustainable synthesis.

Synthetic Access to the Picrotoxane Family of Natural Products Via the Palladium Catalyzed Cycloisomerization of 1,6-enynes and Related Degradation Studies

Synthetic Access to the Picrotoxane Family of Natural Products Via the Palladium Catalyzed Cycloisomerization of 1,6-enynes and Related Degradation Studies PDF Author: Michael J. Krische
Publisher:
ISBN:
Category :
Languages : en
Pages : 674

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New Strategies for the Synthesis of Bioactive Natural and Unnatural Products Via Palladium Catalyzed Asymmetric Allylic Alkylation

New Strategies for the Synthesis of Bioactive Natural and Unnatural Products Via Palladium Catalyzed Asymmetric Allylic Alkylation PDF Author: Weiping Tang
Publisher:
ISBN:
Category :
Languages : en
Pages : 496

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Book Description


Asymmetric Synthesis of Bioactive Lactones and the Development of a Catalytic Asymmetric Synthesis of α-Aryl Ketones

Asymmetric Synthesis of Bioactive Lactones and the Development of a Catalytic Asymmetric Synthesis of α-Aryl Ketones PDF Author: Robert Doran
Publisher: Springer
ISBN: 3319205447
Category : Science
Languages : en
Pages : 202

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Book Description
This thesis addresses two fundamental areas in contemporary organic chemistry: synthesis of natural products and catalytic asymmetric synthesis. Firstly, a new methodology, developed by our research group, which allows the asymmetric synthesis of lactones, a structural unit ubiquitous in natural products, was utilised in the synthesis of a number of natural product analogues that showed significant biological activity. Secondly, the development of a catalytic asymmetric synthesis of a key structural motif present in a number of natural products and pharmaceuticals was accomplished. During the course of this work we discovered dual stereo control, which is significant because it allows the configuration of a new stereo centre to be controlled by a simple change of proton source.