4.5 Article

Asymmetric oxidative coupling of hydroxycarbazoles: Facile synthesis of (+)-bi-2-hydroxy-3-methylcarbazole

Journal

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 28, Issue 16, Pages 2751-2753

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2018.02.033

Keywords

Enantioselective catalysis; Vanadium; Oxidative coupling; Carbazole alkaloid

Funding

  1. JSPS KAKENHI Grant [JP16K08163, JP16H01152, JP17H05373]
  2. JST Advance Catalytic Transformation Program for Carbon Utilization (ACT-C) [JPMJCR12YK]
  3. Grants-in-Aid for Scientific Research [17H05373, 16K08163, 16H01152] Funding Source: KAKEN

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Asymmetric oxidative coupling reactions of hydroxycarbazoles have been established using a chiral dinuclear vanadium complex. To demonstrate the utility of vanadium-catalyzed reactions, we have used them to synthesize (+)-bi-2-hydroxy-3-carbazole in three steps from cyclohexanone and commercially available aniline derivatives. (C) 2018 Elsevier Ltd. All rights reserved.

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