A general highly efficient access to prenylated phenolic natural products. Synthesis of colletochlorins B and D |
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| Affiliation: | 1. Department of Biochemistry, University of Washington, Seattle, WA, USA;2. Laboratorio de Enzimología de Parásitos, Facultad de Ciencias, Universidad de los Andes, Mérida, Venezuela;3. Structural Biology Brussels, Vrije Universiteit Brussel, Brussel, Belgium;4. VIB-VUB Center for Structural Biology, VIB, Brussels, Belgium;5. Division of Allergy and Infectious Diseases, School of Medicine, University of Washington, Seattle, WA, USA;1. Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, School of Pharmaceutical Sciences and the Fifth Affiliated Hospital, Guangzhou Medical University, Guangdong 511436, PR China;2. Guangdong Province Key Laboratory of Microbial Signals and Disease Control, Department of Plant Pathology, South China Agricultural University, Guangzhou 510642, PR China;3. Laboratory Animal Center, Guangzhou Medical University, Guangzhou, Guangdong 511436, PR China;1. Institute of Chemical Physics, Vilnius University, Sauletekio Av. 3, LT-10257 Vilnius, Lithuania;2. Institute of Chemistry, Vilnius University, Naugarduko Str. 24, LT-03225 Vilnius, Lithuania |
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| Abstract: | A general approach is reported for the synthesis of phenolic natural products having terpenoid side chains: (1) construction of the requisite bromophenol ethers, (2) coupling the aromatic ring with a terpenoid chain through copper(I) ate complex, and (3) ether cleavage under neutral or basic conditions, and the feasibility of this strategy is demonstrated by efficient synthesis of colletochlorins B and D. |
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