IMDA reaction in a synthetic approach towards a natural kijamicin aglycon analog |
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| Institution: | 1. Laboratoire de synthèse organique sélective et chimie organométallique, CNRS–UCP–ESCOM, FRE 2126, 13, bd de lˈHautil, 95092 Cergy-Pontoise cedex, France;1. Laboratoire Univers et Particules de Montpellier, Université de Montpellier, UMR-CNRS 5299, 34095 Montpellier Cedex, France;2. Université Paris-Saclay, CNRS, Institut de Chimie Physique, UMR-CNRS 8000, 91405 Orsay, France;1. Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122, China;2. Department of Chemistry, COMSATS University Islamabad, 45550 Park Road, Chak Shahzad, Pakistan;3. Department of Chemistry, The Chinese University of Hong Kong, Shatin, N.T., Hong Kong;1. Dipartimento di Chimica, Università di Roma “La Sapienza”, P. le A. Moro 5, 00185 Roma, Italy;2. Departamento de Química Física, Facultad de Ciencias, Universidad de Santiago de Compostela, Avda. Alfonso X El Sabio s/n, 27002 Lugo, Spain;1. Institute of Atomic and Molecular Sciences, Academia Sinica, P.O. Box 23-166, 1, Section 4, Roosevelt Road, Taipei 10617, Taiwan;2. Department of Chemistry, National Taiwan University, 1, Section 4, Roosevelt Road, Taipei 10617, Taiwan;3. Department of Chemistry, National Taiwan Normal University, 88, Section 4, Tingzhou Road, Taipei 11677, Taiwan;1. UBFC, University of Burgundy Franche-Comte, 25000, Besancon, France;2. EA 3920, University of Franche-Comté, 25000, Besancon, France;3. Plateforme de Lipidomique, INSERM ULR 1231, University of Burgundy Franche-Comte, 21000 Dijon, France;4. Pharmacology & Toxicology Laboratory, University Hospital Besancon, 25000 Besancon, France |
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| Abstract: | In our program of new macrocyclic antibiotic derivatives synthesis, a natural kijamicin analog was isolated, disclosing important antibiotic and antiviral properties, which are under investigation. In this paper we describe a synthesis of the bottom half C1-C14 (n = 1) of its aglycon. This strategy was based on the preparation of a tetraene derivative via a palladium catalyzed Stille coupling reaction, the final step involving an IMDA cyclization key step. |
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