ChemInform Abstract: Eight Membered Ethers via Diene Metathesis: Synthetic Approach to Laureatin Natural Products.

ChemInform ◽  
2010 ◽  
Vol 30 (33) ◽  
pp. no-no
Author(s):  
Simon D. Edwards ◽  
Terence Lewis ◽  
Richard J. K. Taylor
Keyword(s):  
Natural Products ◽  
Synthetic Approach ◽  
Diene Metathesis

Eight membered ethers via diene metathesis: Synthetic approach to laureatin natural products

1999 ◽  
Vol 40 (22) ◽  
pp. 4267-4270 ◽  
Author(s):  
Simon D. Edwards ◽  
Terence Lewis ◽  
Richard J.K. Taylor
Keyword(s):  
Natural Products ◽  
Synthetic Approach ◽  
Diene Metathesis

Intramolecular Diels–Alder Reactions of Oxazoles, Imidazoles, and Thiazoles

Synthesis ◽  
2020 ◽  
Author(s):  
Peter Wipf ◽  
Thanh T. Nguyen
Keyword(s):  
Natural Products ◽  
Lewis Acid ◽  
Acid Catalysis ◽  
Copper Catalysts ◽  
Diels Alder ◽  
Synthetic Approach ◽  
Highly Efficient ◽  
Intramolecular Cycloadditions ◽  
Western Segment ◽  
Target Molecules

AbstractThe development of the intramolecular Diels–Alder cycloaddition­ of azole heterocycles, i.e. oxazoles (IMDAO), imidazoles (IMDAI), and thiazoles (IMDAT), has had a significant impact on the efficient preparation of heterocyclic intermediates and natural products. In particular, highly efficient and versatile IMDAO reactions have been utilized as a key step in several synthetic schemes to provide alkaloids and terpenoid target molecules. More limited studies have been performed on IMDAI and IMDAT cycloadditions. Some drawbacks, such as the occasionally­ challenging preparation of IMDA precursors, are also highlighted in this review. Perspectives are provided on how IMDAI and IMDAT­ transformations can be further expanded for target-directed syntheses.1 Introduction2 Oxazoles2.1 IMDAO Approaches to Furanosesquiterpenes and Furanosteroids2.1.1 Syntheses of Highly Oxygenated Sesquiterpenes2.1.2 Syntheses of (±)-Gnididione and (±)-Isognididione2.1.3 Synthesis of (±)-Stemoamide2.1.4 Synthesis of (±)-Paniculide A2.1.5 Syntheses of (+)- and (–)-Norsecurinine2.1.6 Synthesis of Evodone2.1.7 Syntheses of (±)-Ligularone and (±)-Petasalbine2.1.8 Syntheses of Imerubrine, Isoimerubrine, and Grandirubrine2.1.9 Syntheses of Furanosteroids2.1.10 Syntheses of Substituted Indolines and Tetrahydroquinolines2.2 IMDAO Approaches to Pyridines: the Kondrat’eva Reaction2.2.1 Syntheses of Suaveoline and Norsuaveoline2.2.2 Synthesis of Eupolauramine2.2.3 Syntheses of (–)-Plectrodorine and (+)-Oxerine2.2.4 Synthesis of Amphimedine2.2.5 Synthetic Approach to the Western Segment of Haplophytine2.2.6 Synthesis of Marinoquinoline A2.2.6.1 IMDAO Approach to Marinoquinoline A2.2.6.2 Scope of Allenyl IMDAO Cycloaddition2.3 Lewis Acid Catalysis in IMDAO Reactions2.3.1 Effects of Europium Catalysts on IMDAO Reactions2.3.2 Effects of Copper Catalysts on IMDAO Reactions3 Imidazoles 4 Thiazoles4.1 Syntheses of Menthane and Eremophilane4.2 Further Comments on the Intramolecular Cycloadditions of Thiocarbonyl Ylides5 Conclusions and Outlook

Synthetic approach to seco-tetracenomycin natural products saccharothrixone A–C

2018 ◽  
Vol 59 (20) ◽  
pp. 1970-1973
Author(s):  
Bhavani Shankar Chinta ◽  
Harikrishna Sanapa ◽  
Kamala Prasad Vasikarla ◽  
Beeraiah Baire
Keyword(s):  
Natural Products ◽  
Synthetic Approach

From natural products to biological tools

2007 ◽  
Vol 79 (4) ◽  
pp. 753-761 ◽  
Author(s):  
Peter Wipf ◽  
Thomas H. Graham ◽  
Jingbo Xiao
Keyword(s):  
Natural Products ◽  
Therapeutic Potential ◽  
Reactive Oxygen ◽  
Synthetic Approach ◽  
Oxygen Scavenger

The development of a total synthetic approach for the antimitotic disorazole C1 and the design of a peptide isostere linked to the reactive oxygen scavenger 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) demonstrate established as well as novel strategies for mining the therapeutic potential of natural products.

Chemoselective reactions: Toward the synthesis of biologically active natural products with anticancer activities

2008 ◽  
Vol 80 (8) ◽  
pp. 1683-1691 ◽  
Author(s):  
Sébastien Reymond ◽  
Laurent Ferrié ◽  
Amandine Guérinot ◽  
Patrice Capdevielle ◽  
Janine Cossy
Keyword(s):  
Natural Products ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biologically Active ◽  
Synthetic Approach ◽  
Anticancer Activities ◽  
Leucascandrolide A ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
Active Natural

Leucascandrolide A and migrastatin were synthesized efficiently by using chemoselective reactions such as olefin metatheses. The use of an iron-catalyzed cross-coupling reaction overcame difficulties encountered with palladium-catalyzed processes in our synthetic approach toward spirangien A.

scholarly journals Symmetry-based approach to oligostilbenoids: Rapid entry to viniferifuran, shoreaphenol, malibatol A, and diptoindonesin G

2016 ◽  
Vol 12 ◽  
pp. 2689-2693 ◽  
Author(s):  
Youngeun Jung ◽  
Dileep Kumar Singh ◽  
Ikyon Kim
Keyword(s):  
Natural Products ◽  
Suzuki Coupling ◽  
Synthetic Approach ◽  
Sonogashira Coupling ◽  
Cyclization Reactions ◽  
Aryl Ring ◽  
Rapid Access ◽  
Alkoxy Groups

The recognition of the local symmetric image within benzofuran-based natural oligostilbenoids guided us to design a modular synthetic approach to these molecules by utilizing a three-step sequence consisting of Sonogashira coupling, iodocyclization, and Suzuki coupling. During our synthesis, the relative reactivities of ester, aldehyde, and alkoxy groups on the same aryl ring toward the neighboring alkyne in the iodine-mediated cyclization reactions were explored. Starting from the symmetrical 3,5-dimethoxybenzyl alcohol, this route allowed rapid access to 2,3-diarylbenzofuran, a key intermediate to several oligostilbenoid natural products, in good overall yields.

A Review on the Synthetic Approach of Marinopyrroles: A Natural Anti-tumor Agent from the Ocean

2020 ◽  
Vol 17 ◽  
Author(s):  
Ashish Patel ◽  
Hirak Shah ◽  
Umang Shah ◽  
Tushar Bambharoliya ◽  
Mehul Patel ◽  
...  
Keyword(s):  
Natural Products ◽  
Human Cancer ◽  
B Cell Lymphoma ◽  
Synthetic Approach ◽  
Natural Sources ◽  
Human Cancer Cells ◽  
Drug Molecules ◽  
Anti Cancer ◽  
New Chemical Entities ◽  
The Rich

: Natural products played an important role in various drug discovery and development approaches. They are known to be the rich resources for the identification of new chemical entities (NCEs) intended to treat various diseases. Many drugs have been discovered and developed from natural sources. Indeed, collaborative efforts involving biologists as well as organic, medicinal, and phytochemists usually facilitate the identification of potent NCEs derived from natural sources. Over the past 20 years, more than 50% of NCEs were derived either from marine sources or synthetic/semisynthetic derivatives of natural products. Indeed, many drug molecules were designed by considering natural products as the starting scaffold. The first bis-pyrrole alkaloid derivative of marinopyrroles was obtained from the marine-derived streptomycete species. In the laboratory, it can be synthesized via Clauson-Kaas and Friedel–Crafts arylation as well as copper-mediated N-arylation process under microwave irradiation. The marinopyrrole A (±)-28 was discovered to overcome resistance against human cancer cells by antagonizing B-cell lymphoma extra-large (Bcl-xL) and induced myeloid leukaemia cell (Mcl-1). In this review, we elaborated on various synthetic pathways of marinopyrroles possessing anti-cancer potential, which could encourage researchers to discover promising anti-tumor agents.

scholarly journals Reductive Functionalization of Amides in Synthesis and for Modification of Bioactive Compounds

2021 ◽  
Vol 9 ◽  
Author(s):  
Paweł J. Czerwiński ◽  
Bartłomiej Furman
Keyword(s):  
Natural Products ◽  
Bioactive Compounds ◽  
Late Stage ◽  
Main Axis ◽  
Synthetic Approach ◽  
Condensed Form ◽  
Amide Reduction ◽  
Synthetic Application

In this review, applications of the amide reductive functionalization methodology for the synthesis and modification of bioactive compounds are covered. A brief summary of the different protocols is presented in the introduction, followed by the synthetic application of these in late-stage functionalization, leading to known pharmaceuticals or to their derivatives, including bioisosteres, with potential higher activity as the main axis of the article. The synthetic approach to natural products based on amide reduction is also discussed; however, this is given in a condensed form focusing on recent or as yet unexplored applications due to a number of recently published excellent reviews covering this topic. The aim of this review is to illustrate the potential of reductive functionalization of amides as an elegant and useful tool in the synthesis of bioactive compounds and inspire further work in this field.

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