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Relevant bibliographies by topics / Cascade Cyclization

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Academic literature on the topic 'Cascade Cyclization'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 September 2023

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Journal articles on the topic "Cascade Cyclization"

1

Barrett, Anthony, Tsz-Kan Ma, and Thomas Mies. "Recent Developments in Polyene Cyclizations and Their Applications in Natural Product Synthesis." Synthesis 51, no. 01 (2018): 67–82. http://dx.doi.org/10.1055/s-0037-1610382.

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Cascade polyene cyclization reactions are highly efficient and elegant bioinspired transformations that involve simultaneous multiple bond constructions to rapidly generate complex polycyclic molecules. This review summarizes the most prominent work on a variety of cationic and radical cascade cyclizations and their applications in natural product synthesis published between 2014 and 2018.1 Introduction2 Cationic Polyene Cyclizations2.1 Lewis Acid Mediated Polyene Cyclizations2.2 Brønsted Acid Mediated Polyene Cyclizations2.3 Halogen Electrophile Initiated Polyene Cyclizations2.4 Sulfur Electr

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2

Frontier, Alison J., Shukree Abdul-Rashed, and Connor Holt. "Alkynyl Prins and Alkynyl Aza-Prins Annulations: Scope and Synthetic Applications." Synthesis 52, no. 14 (2020): 1991–2007. http://dx.doi.org/10.1055/s-0039-1690869.

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This review focuses on alkynyl Prins and alkynyl aza-Prins cyclization processes, which involve intramolecular coupling of an alkyne with either an oxocarbenium or iminium electrophile. The oxocarbenium or iminium species can be generated through condensation- or elimination-type processes, to achieve an overall bimolecular annulation that enables the synthesis of both oxygen- and nitrogen-containing saturated heterocycles with different ring sizes and substitution patterns. Also discussed are cascade processes in which alkynyl Prins heterocyclic adducts react to trigger subsequent pericycli

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3

Bhunia, Sabyasachi, and Rai-Shung Liu. "Access to molecular complexity via gold- and platinum-catalyzed cascade reactions." Pure and Applied Chemistry 84, no. 8 (2012): 1749–57. http://dx.doi.org/10.1351/pac-con-11-09-13.

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We report recent progress on Au- and Pt-catalyzed cascade reactions to access complicated molecular frameworks. Reported reactions include new cyclization/cycloaddition cascades on carbonyl and epoxide substrates tethered with an allene, alkene, and alkyne. Such substrates enable Au-catalyzed cascade reactions comprising an initial cyclization to form reactive 1,n-dipole that undergoes subsequent cycloadditions with suitable dipolarophiles.

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4

Kotipalli, Ramesh, Attunuri Nagireddy, and Maddi Sridhar Reddy. "Palladium-catalyzed cyclizative cross coupling of ynone oximes with 2-haloaryl N-acrylamides for isoxazolyl indoline bis-heterocycles." Organic & Biomolecular Chemistry 20, no. 13 (2022): 2609–14. http://dx.doi.org/10.1039/d2ob00065b.

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We demonstrated a dual-cyclizative coupling of ynone oxime ethers with acrylamides for the synthesis of isoxazolyl 2-oxindoles. The cascade is triggered by a palladium(ii)-catalyzed ynone oxime ether cyclization, and is completed by a Heck-type coupling.

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5

Frey, Dean A., Caiming Duan, Ion Ghiviriga, and Tomáš Hudlický. "Comparison of Approaches to ent-Morphine via Radical, Cationic, and Heck-Type Cyclizations." Collection of Czechoslovak Chemical Communications 65, no. 4 (2000): 561–69. http://dx.doi.org/10.1135/cccc20000561.

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3-(2-{6S-(2-Bromo-6-methoxyphenoxy)-5S-[tert-butyl(dimethyl)silyloxy)cyclohex-1-en-1-yl}ethyl)oxazol-2(3H)-one 14 was subjected to Heck cyclization conditions to afford diben- zofuran derivative 16. The comparison of stepwise vs cascade approaches to 8 via radical, cationic, and Heck-type cyclizations is discussed.

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6

Taber, Douglass F., Rama S. Bhamidipati, and Mitchell L. Thomas. "Cascade Cyclization: Synthesis of (+)-Tuberine." Journal of Organic Chemistry 59, no. 12 (1994): 3442–44. http://dx.doi.org/10.1021/jo00091a038.

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7

Stademann, Arne, and Uta Wille. "NO3• Induced Self-Terminating Radical Oxygenations: Diastereoselective Synthesis of Anellated Pyrrolidines." Australian Journal of Chemistry 57, no. 11 (2004): 1055. http://dx.doi.org/10.1071/ch04124.

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Anellated pyrrolidines 19–22 were obtained through a diastereoselective self-terminating, oxidative radical cyclization cascade by treating the cis-cyclopentyl substituted alkynyl amines 14–18 with photochemically generated nitrate radicals, NO3●. A fast and modular access to the starting materials 14–18 was developed, which readily enables variation of the substitution pattern at the pyrrolidine ring formed upon radical cyclization. The diastereoselectivity of this reaction sequence was found to be strongly influenced by the nature of the substituents at the nitrogen atom. This shows that a c

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8

Lee, Chi-Sing, Guangyan Du, Gaopeng Wang, et al. "Syntheses of Diverse Natural Products via Dual-Mode Lewis Acid Induced Cascade Cyclization Reactions." Synlett 28, no. 12 (2017): 1394–406. http://dx.doi.org/10.1055/s-0036-1588777.

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The σ/π-binding properties of a series of Lewis acids was studied using DFT calculations. The results led to the identification of Zn(II)/In(III) as a suitable dual-mode Lewis acid for use in promoting cascade cyclization reactions. Based on this finding, we developed three new types of dual-mode Lewis acid induced cascade cyclization reactions and have demonstrated the utilities of each process in natural product synthesis.1 Introduction2 Dual-Mode Lewis Acids3 Prins/Conia-Ene Cascade Reaction and its Applications4 Diels–Alder/Carbocyclization Cascade Reaction and Applications4.1 First Genera

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9

Tan, Tong-De, Yang-Bo Chen, Xin-Yang Fan, and Long-Wu Ye. "Recent Progress in the Copper-Catalyzed Cascade Cyclization Involving Intramolecular Hydroamination of Terminal Alkynes." Synlett 30, no. 18 (2019): 2035–40. http://dx.doi.org/10.1055/s-0037-1611903.

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Transition-metal-catalyzed cascade cyclization initiated by intramolecular alkyne hydroamination has received considerable attention over the past decade and has been widely used in the rapid construction of a diverse array of valuable complex N-heterocycles. Recent progress in this area is reviewed with an emphasis on the cheap and environmentally benign copper-catalyzed cascade cyclization of terminal alkynes.

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10

Shi, Tao, Fei Cao, Jinhong Chen, et al. "Total syntheses of seven stemoamide-type Stemona alkaloids." Organic Chemistry Frontiers 9, no. 3 (2022): 771–74. http://dx.doi.org/10.1039/d1qo01578h.

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Dissertations / Theses on the topic "Cascade Cyclization"

1

Topczewski, Joseph John. "Cascade cyclizations & the schweinfurthins." Diss., University of Iowa, 2011. https://ir.uiowa.edu/etd/2780.

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Cancer is a serious family of disease that continues to cripple and claim those afflicted. For the last several decades, America has invested in a national program to alleviate cancer and cancer related suffering, ultimately seeking a cure. As part of this goal, the National Cancer Institute (NCI) has spent significant effort scouring the globe with the hope of finding naturally occurring compounds that can successfully combat cancer. Presently, this effort has uncovered many natural products with chemotherapeutic potential and many of the lead agents used in the fight against cancer are eithe

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2

Lo, Kai-yip, and 羅啟業. "Synthesis of aza-bicyclic compounds via palladium-catalyzed cascade cyclization reactions." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2012. http://hub.hku.hk/bib/B47849691.

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A palladium-catalyzed oxidative cascade cyclization reaction has been developed to prepare pyrrolizidine and indolizidine derivatives from simple aliphatic alkenyl amides 2.1ak in one step in moderate to good yields, using Pd(TFA)2 as the catalyst and molecular oxygen (1 atm) as a green oxidant. This cascade cyclization can also proceed for ring-containing unsaturated amides 2.1ln to afford azatricyclic systems. Palladium(II)-catalyzed dehydrohalogenation cascade cyclization reactions have been developed to synthesize polycyclic pyrrolizidine derivatives from iodoalkenylanilides 4.1ai

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3

Ulrich, Natalie Christine. "Cascade cyclizations in total synthesis: applications to the synthesis of cytotoxic natural products." Diss., University of Iowa, 2010. https://ir.uiowa.edu/etd/752.

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Plant-derived natural products continue to be a valuable source of useful therapies for cancer as well as other diseases. As part of a continuing mission to obtain anticancer agents from natural sources, researchers at the National Cancer Institute (NCI) established the 60 human tumor cell line anticancer screen. The schweinfurthins are one family of unique natural products discovered through this screening process. Most of these natural compounds exhibit potent and differential activity in the 60-cell screen. Importantly, the pattern of activity displayed by the schweinfurthins shows no corre

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4

Schwantje, Travis R. "Towards a Formal Total Synthesis of Triptolide Via a Gold-catalyzed Cyclization Cascade." Thèse, Université d'Ottawa / University of Ottawa, 2013. http://hdl.handle.net/10393/23712.

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This thesis discusses the progress made towards a formal total synthesis of triptolide, a naturally occurring diterpenoid triepoxide molecule. Isolated from a Chinese vine, triptolide features some interesting structural characteristics and has demonstrated a broad range of interesting medicinal effects. It has demonstrated remarkable cytotoxicity against a number of cancer cell lines, immunosuppressive activity, and reversible male sterility. This biological activity has made it a target of a number of total syntheses spanning from 1980 to 2010. Gold-catalyzed transformations are an emergin

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5

Shah, Parin Ajay. "Synthesis of terpenoids using a tandem cationic cascade cyclization-electrophilic aromatic substitution reaction." Diss., University of Iowa, 2018. https://ir.uiowa.edu/etd/6639.

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The terpene and terpenoid family of compounds is considered to be the largest group of natural products. These compounds not only display great diversity in their structural features but are also known to have a multitude of biological activities including but not limited to anti-bacterial, anti-cancer, anti-inflammatory, and anti-HIV properties. Remarkably, all the terpenoids formed in nature come from two molecules viz. isopentenyl pyrophosphate and its isomer, dimethylallyl pyrophosphate both consisting of just five carbons but assembled in many ways. Nature utilizes highly efficient, enzym

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6

Naoe, Saori. "Synthesis of Fused-Ring Compounds through Gold-Catalyzed Cascade Reactions." 京都大学 (Kyoto University), 2016. http://hdl.handle.net/2433/215495.

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7

Tokimizu, Yusuke. "Synthesis of Heterocyclic Scaffolds through Transition-Metal-CatalyzedCascade Reactions of Alkynes." 京都大学 (Kyoto University), 2015. http://hdl.handle.net/2433/199500.

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Iwata, Akira. "Development of Novel Methods for Synthesis of Fused Indole-Type Compounds." Kyoto University, 2018. http://hdl.handle.net/2433/232328.

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9

Kodet, John Gordon. "Studies on heteroaromatic schweinfurthin analogues." Diss., University of Iowa, 2010. https://ir.uiowa.edu/etd/2920.

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Natural products are a rich source of lead compounds for treatment of cancer as well as other diseases. Researchers at the National Cancer Institute, as part of their continuing effort to discover anticancer agents from natural sources, created the 60 human tumor cell-line anticancer screen to test natural products for their potential against various types of cancer. Through this screening process a family of natural products called schweinfurthins was discovered to possess potent and differential activity. Of potentially great significance, the pattern of activity that the schwein

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10

Li, Baojian, and 李保健. "Studies toward the total synthesis of pseudolaric acid B via an improved carbene cyclization cycloaddition cascade strategy." Thesis, The University of Hong Kong (Pokfulam, Hong Kong), 2014. http://hdl.handle.net/10722/202371.

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Books on the topic "Cascade Cyclization"

1

Matsuoka, Junpei. Total Synthesis of Indole Alkaloids: Based on Direct Construction of Pyrrolocarbazole Scaffolds Via Gold-Catalyzed Cascade Cyclizations. Springer Singapore Pte. Limited, 2020.

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2

Matsuoka, Junpei. Total Synthesis of Indole Alkaloids: Based on Direct Construction of Pyrrolocarbazole Scaffolds Via Gold-Catalyzed Cascade Cyclizations. Springer Singapore Pte. Limited, 2021.

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Book chapters on the topic "Cascade Cyclization"

1

Fang, Xin, Jia-Wei Zhang, and Chun-Jiang Wang. "Asymmetric Cycloaddition and Cascade Addition–Cyclization Reactions." In Progress in Enantioselective Cu(I)-catalyzed Formation of Stereogenic Centers. Springer International Publishing, 2015. http://dx.doi.org/10.1007/3418_2015_160.

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2

Diness, Frederik, Yuanyuan Wang, and Morten Meldal. "Intramolecular N-Acyliminium Cascade (INAIC) Reactions in Cyclization of Peptide-Like Molecules." In Topics in Heterocyclic Chemistry. Springer International Publishing, 2016. http://dx.doi.org/10.1007/7081_2016_1.

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3

Matsuoka, Junpei. "Total Synthesis of Dictyodendrins by the Gold-Catalyzed Cascade Cyclization of Conjugated Diynes with Pyrroles." In Total Synthesis of Indole Alkaloids. Springer Singapore, 2020. http://dx.doi.org/10.1007/978-981-15-8652-1_2.

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4

Simonneau, Antoine. "Synthesis of Polyconjugated Bis-Enones Through a Gold-Catalyzed 1,3-Acyloxy Migration-Cyclization-1,5-Acyl Shift Cascade Reaction." In Gold-Catalyzed Cycloisomerization Reactions Through Activation of Alkynes. Springer International Publishing, 2014. http://dx.doi.org/10.1007/978-3-319-06707-0_3.

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5

Matsuoka, Junpei. "Construction of the Pyrrolo[2,3-d]Carbazole Core of Spiroindoline Alkaloids by Gold-Catalyzed Cascade Cyclization of Ynamide." In Total Synthesis of Indole Alkaloids. Springer Singapore, 2020. http://dx.doi.org/10.1007/978-981-15-8652-1_3.

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6

Ohta, Yusuke. "Rapid Access to 3-(Aminomethyl)isoquinoline-Fused Polycyclic Compounds by Copper-Catalyzed Four Component Coupling, Cascade Cyclization, and Oxidation." In Copper-Catalyzed Multi-Component Reactions. Springer Berlin Heidelberg, 2011. http://dx.doi.org/10.1007/978-3-642-15473-7_6.

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7

Balme, Geneviève, Didier Bouyssi, and Nuno Monteiro. "The Virtue of Michael-Type Addition Processes in the Design of Transition Metal-Promoted Cyclizative Cascade Reactions." In Topics in Organometallic Chemistry. Springer Berlin Heidelberg, 2006. http://dx.doi.org/10.1007/3418_007.

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8

Hopkinson, M. N., and V. Gouverneur. "Cascade Cyclization–Intramolecular Arylation of Alkenes." In Compounds of Groups 12 and 11 (Zn, Cd, Hg, Cu, Ag, Au). Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-103-00069.

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9

Hopkinson, M. N., and V. Gouverneur. "Cascade Cyclization–Oxidative Alkynylation of Allenoates Using Selectfluor." In Compounds of Groups 12 and 11 (Zn, Cd, Hg, Cu, Ag, Au). Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-103-00070.

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10

Hopkinson, M. N., and V. Gouverneur. "Cascade Cyclization–Intramolecular Arylation with Nonactivated Arenes Using External Oxidants." In Compounds of Groups 12 and 11 (Zn, Cd, Hg, Cu, Ag, Au). Georg Thieme Verlag KG, 2011. http://dx.doi.org/10.1055/sos-sd-103-00067.

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Conference papers on the topic "Cascade Cyclization"

1

Bagnoli, Luana, Matilde Sisti, Luca Sancineto, Francesca Marini, and Claudio Santi. "Synthesis of 3,4-Dihydropyrazino[1,2-a]indol-1(2H)-Ones by Cascade Addition-Cyclization Reactions from Vinyl Selenones." In The 18th International Electronic Conference on Synthetic Organic Chemistry. MDPI, 2014. http://dx.doi.org/10.3390/ecsoc-18-a011.

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2

Lete, Esther, Ane Azcargorta, Iratxe Barbolla, Estíbaliz Coya, and Nuria Sotomayor. "Asymmetric Mizoroki-Heck reactions: generation of quaternary stereocenters and cascade cyclizations." In MOL2NET, International Conference on Multidisciplinary Sciences. MDPI, 2015. http://dx.doi.org/10.3390/mol2net-1-a007.

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