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Relevant bibliographies by topics / Diels-Alder reaction. Biosynthesis. Natural products

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Journal articles

Academic literature on the topic 'Diels-Alder reaction. Biosynthesis. Natural products'

Author: Grafiati

Published: 4 June 2021

Last updated: 2 February 2022

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Journal articles on the topic "Diels-Alder reaction. Biosynthesis. Natural products"

1

Cottet, Kévin, Maria Kolympadi, Dean Markovic, and Marie-Christine Lallemand. "Natural Products Biosynthesis Involving a Putative Diels-Alder Reaction." Current Organic Chemistry 20, no. 22 (2016): 2421–42. http://dx.doi.org/10.2174/1385272820666160331234709.

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2

Watanabe, Kenji. "Discovery and investigation of natural Diels–Alderases." Journal of Natural Medicines 75, no. 3 (2021): 434–47. http://dx.doi.org/10.1007/s11418-021-01502-4.

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AbstractIt has been proposed that biosyntheses of many natural products involve pericyclic reactions, including Diels–Alder (DA) reaction. However, only a small set of enzymes have been proposed to catalyze pericyclic reactions. Most surprisingly, there has been no formal identification of natural enzymes that can be defined to catalyze DA reactions (DAases), despite the wide application of the reaction in chemical syntheses of complex organic compounds. However, recent studies began to accumulate a growing body of evidence that supports the notion that enzymes that formally catalyze DA reacti

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3

Oikawa, Hideaki, and Tetsuo Tokiwano. "Enzymatic catalysis of the Diels–Alder reaction in the biosynthesis of natural products." Nat. Prod. Rep. 21, no. 3 (2004): 321–52. http://dx.doi.org/10.1039/b305068h.

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4

Oikawa, Hideaki, Yuichi Suzuki, Kinya Katayama, Akira Naya, Chiaki Sakano, and Akitami Ichihara. "Involvement of Diels–Alder reactions in the biosynthesis of secondary natural products: the late stage of the biosynthesis of the phytotoxins solanapyrones." Journal of the Chemical Society, Perkin Transactions 1, no. 9 (1999): 1225. http://dx.doi.org/10.1039/a807704e.

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5

Oikawa, Hideaki, Yuichi Suzuki, Kinya Katayama, Akira Naya, Chiaki Sakano, and Akitami Ichihara. "ChemInform Abstract: Involvement of Diels-Alder Reactions in the Biosynthesis of Secondary Natural Products: The Late Stage of the Biosynthesis of the Phytotoxins Solanapyrones." ChemInform 30, no. 38 (2010): no. http://dx.doi.org/10.1002/chin.199938216.

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6

Lam, Hiu C., Quang D. Phan, Christopher J. Sumby, and Jonathan H. George. "Biomimetic Synthesis of Hyperjapones F-I." Australian Journal of Chemistry 71, no. 9 (2018): 649. http://dx.doi.org/10.1071/ch18141.

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Hyperjapones F–I are tetracyclic meroterpenoids recently isolated from Hypericum japonicum. All four of these natural products have been synthesised using oxidative, intermolecular hetero-Diels–Alder reactions to couple their common biosynthetic precursor, norflavesone, to the appropriate monoterpene building blocks: sabinene, β-pinene, and α-pinene. The synthesis of enantiomerically pure hyperjapones H and I and comparison of their optical rotations to those of the natural samples indicated that these meroterpenoids are probably biosynthesised as either racemic or scalemic mixtures.

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7

Cao, Min-Hui, Nicholas J. Green, and Sheng-Zhen Xu. "Application of the aza-Diels–Alder reaction in the synthesis of natural products." Organic & Biomolecular Chemistry 15, no. 15 (2017): 3105–29. http://dx.doi.org/10.1039/c6ob02761j.

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8

LIU, Z. Y., X. J. CHU, L. HE, Y. N. XIE, and L. Y. ZHAO. "ChemInform Abstract: Natural Products Synthesis by Retro-Diels-Alder Reaction." ChemInform 28, no. 25 (2010): no. http://dx.doi.org/10.1002/chin.199725278.

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9

Nasir, Shah Bakhtiar, Noorsaadah Abd Rahman, and Chin Fei Chee. "Enantioselective Syntheses of Flavonoid Diels-Alder Natural Products: A Review." Current Organic Synthesis 15, no. 2 (2018): 221–29. http://dx.doi.org/10.2174/1570179414666170821120234.

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Background: The Diels-Alder reaction has been widely utilised in the syntheses of biologically important natural products over the years and continues to greatly impact modern synthetic methodology. Recent discovery of chiral organocatalysts, auxiliaries and ligands in organic synthesis has paved the way for their application in Diels-Alder chemistry with the goal to improve efficiency as well as stereochemistry. Objective: The review focuses on asymmetric syntheses of flavonoid Diels-Alder natural products that utilize chiral ligand-Lewis acid complexes through various illustrative examples.

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10

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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