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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 14, 1984 - Issue 12
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Original Articles

A Convenient Synthesis of Juglone Via Neutral Salcomine Oxidation

Takeshi Wakamatsu Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060, Japan
,
Takahide Nishi Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060, Japan
,
Takeshi Ohnuma Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060, Japan
&
Yoshio Ban Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060, Japan
Pages 1167-1173 | Published online: 06 Dec 2006

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Hans-Jürgen Duchstein. (1987) Oxygen Activation and Deactivation in the Presence of Simple Metal-Chelates. Free Radical Research Communications 4:1, pages 61-67.
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Wenming Zhu, Qishuang Yin, Zhizheng Lou & Ming Yang. (2022) Modular total syntheses of trans-clerodanes and sesquiterpene (hydro)quinones via tail-to-head cyclization and reductive coupling strategies. Nature Communications 13:1.
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Felix Wendler, Maria Sittig, Jessica C. Tom, Benjamin Dietzek & Felix H. Schacher. (2020) Polymeric Photoacids Based on Naphthols—Design Criteria, Photostability, and Light‐Mediated Release. Chemistry – A European Journal 26:11, pages 2365-2379.
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Katarzyna Piwowar, Agata Blacha-Grzechnik & Jerzy Zak. (2019) Electrochemical Copolymerization of Phenothiazine Derivatives for Enhanced Singlet Oxygen Generation in Oxidation of 1,5-dihydroxynaphthalene. Journal of The Electrochemical Society 166:16, pages G163-G169.
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Yurie Fukui, Koichi Narita & Tadashi Katoh. (2014) Enantioselective Total Synthesis of Dysidavarone A, a Novel Sesquiterpenoid Quinone from the Marine Sponge Dysidea avara . Chemistry – A European Journal 20:9, pages 2436-2439.
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Tadashi Katoh. (2013) Total Synthesis of Decahydrobenzo[d]xanthene Sesquiterpenoids Aureol, Strongylin A, and Stachyflin: Development of a New Strategy for the Construction of a Common Tetracyclic Core Structure. HETEROCYCLES 87:11, pages 2199.
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Christopher D. Donner. (2013) The divergent asymmetric synthesis of kalafungin, 5-epi-frenolicin B and related pyranonaphthoquinone antibiotics. Tetrahedron 69:1, pages 377-386.
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Erin E. Podlesny, Patrick J. Carroll & Marisa C. Kozlowski. (2012) Selective Oxidation of 8,8′-Hydroxylated Binaphthols to Bis-spironaphthalenones or Binaphtho- para - and Binaphtho- ortho -quinones . Organic Letters 14:18, pages 4862-4865.
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Jean-Christophe Andrez. (2009) Mitomycins syntheses: a recent update. Beilstein Journal of Organic Chemistry 5.
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Diego T. Santos, Juliana Q. Albarelli, Kieran Joyce & Michael Oelgemöller. (2009) Sensitizer immobilization in photochemistry: evaluation of a novel green support. Journal of Chemical Technology & Biotechnology 84:7, pages 1026-1030.
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Louis F. Fieser, Mary Fieser & Tse‐Lok HoTse‐Lok Ho, Mary Fieser & Louis Fieser. 2006. Fieser and Fieser's Reagents for Organic Synthesis. Fieser and Fieser's Reagents for Organic Synthesis.
Oliver Suchard, Ronan Kane, Bernard J. Roe, Elmar Zimmermann, Christian Jung, Prashant A. Waske, Jochen Mattay & Michael Oelgemöller. (2006) Photooxygenations of 1-naphthols: an environmentally friendly access to 1,4-naphthoquinones. Tetrahedron 62:7, pages 1467-1473.
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Michael Oelgemöller, Niall Healy, Lamark de Oliveira, Christian Jung & Jochen Mattay. (2006) Green photochemistry: solar-chemical synthesis of Juglone with medium concentrated sunlight. Green Chem. 8:9, pages 831-834.
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Nagako Kuwabara, Hiroyuki Hayashi, Noriko Hiramatsu, Tominari Choshi, Teppei Kumemura, Junko Nobuhiro & Satoshi Hibino. (2004) Syntheses of the antibiotic alkaloids renierone, mimocin, renierol, renierol acetate, renierol propionate, and 7-methoxy-1,6-dimethylisoquinoline-5,8-dione. Tetrahedron 60:13, pages 2943-2952.
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Lars Kissau, Petra Stahl, Ralph Mazitschek, Athannasios Giannis & Herbert Waldmann. (2003) Development of Natural Product-Derived Receptor Tyrosine Kinase Inhibitors Based on Conservation of Protein Domain Fold. Journal of Medicinal Chemistry 46:14, pages 2917-2931.
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Masahiko Nakamura, Akiyuki Suzuki, Mari Nakatani, Takamasa Fuchikami, Munenori Inoue & Tadashi Katoh. (2002) An efficient synthesis of (+)-aureol via boron trifluoride etherate-promoted rearrangement of (+)-arenarol. Tetrahedron Letters 43:39, pages 6929-6932.
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Kenneth W. Stagliano, Helena C. Malinakova & John S. Harwood. (2001) Unprecedented Directing Effect of Bromine on the Regioselectivity of Addition of Stannylated Oxazolines to Substituted 2-Bromo-1,4-naphthoquinones. Synthesis of 4-Oxazolinyl-1,2-Naphthoquinones. The Journal of Organic Chemistry 66:22, pages 7530-7534.
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Tadashi Katoh, Mari Nakatani, Shoji Shikita, Ruriko Sampe, Akihiro Ishiwata, Osamu Ohmori, Masahiko Nakamura & Shiro Terashima. (2001) Studies toward the Total Synthesis of Popolohuanone E:  Enantioselective Synthesis of 8- O -MethylpopolohuanoneE . Organic Letters 3:17, pages 2701-2704.
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Kathlyn A. Parker & David Taveras. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Hitomi Hagiwara, Tominari Choshi, Hiroyuki Fujimoto, Eiichi Sugino & Satoshi Hibino. (2000) A Novel Total Synthesis of Antibiotic Carbazole Alkaloid Carbazomycin G. Tetrahedron 56:32, pages 5807-5811.
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Chongming Wu, Randall K. Johnson, Michael R. Mattern, Jackson C. Wong & David G. I. Kingston. (1999) Synthesis of Furanonaphthoquinones with Hydroxyamino Side Chains. Journal of Natural Products 62:7, pages 963-968.
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Kenneth W. Stagliono & Helena C. Malinakova. (1998) Regioselective directed ortho metalation of 3H-naphto[2,1-b]pyrans. Synthesis of methylteretifolione B. Tetrahedron Letters 39:28, pages 4941-4944.
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Yasuyuki Ueki, Masanori Itoh, Tadashi Katoh & Shiro Terashima. (1996) Synthesis of various model compounds for the central tricyclic ring system of popolophuanone E. Tetrahedron Letters 37:32, pages 5719-5722.
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Won-Jea Cho & Miyoji Hanaoka. (1996) A first synthesis of isofagaridine: Topoisomerase I inhibitor. Archives of Pharmacal Research 19:3, pages 240-242.
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Hiroshi Maeda & George A. Kraus. (1996) A Direct Asymmetric Synthesis of Juglomycin A. The Journal of Organic Chemistry 61:9, pages 2986-2987.
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Marine Alkaloid, Ikuo Kawasaki, Norio Taguchi, Tetsuya Yamamoto, Masayuki Yamashita & Shunsaku Ohta. (1995) Total synthesis of kealiiquinone, an imidazole. Tetrahedron Letters 36:45, pages 8251-8254.
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Takashi Morota, Wan-Zhang Qin, Koji Takagi, Li-Hong Xu, Masao Maruno & Bing-Hui Yang. (1995) Diterpenoids from Tripterigium wilfordii. Phytochemistry 40:3, pages 865-870.
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Toshihiro Takai, Eiichiro Hata & Teruaki Mukaiyama. (1994) The Formation of 1,4-Quinones by Oxovanadium(IV)-Complexes Catalyzed Aerobic Oxygenation of Fused Aromatic Compounds. Chemistry Letters 23:5, pages 885-888.
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Brian Beagley, Anthony D. M. Curtis, Robin G. Pritchard & Richard J. Stoodley. (1992) Asymmetric Diels–Alder reactions. Part 6. Regio- and stereo-selective cycloadditions of 5-(2′,3′,4′,6′-tetra-O-acetyl-β- D -glucopyranosyloxy)-1,4-naphthoquinone . J. Chem. Soc., Perkin Trans. 1:15, pages 1981-1991.
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Ronald H. Thomson. 1991. Total Synthesis of Natural Products. Total Synthesis of Natural Products 311 531 .
Gotthard Wurm & Bernd Gößler. (2006) Untersuchungen an 1,4‐Naphthochinonen, 16. Mitt. Die Reaktion von Naphtholen mit CuCl‐O 2 : Eine leistungsfähige Juglonsynthese. Reaction of Napthol Derivatives with CuCl‐O 2 : A versatile Synthesis of Juglone . Archiv der Pharmazie 320:6, pages 564-566.
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