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A (formal) total synthesis of (+) - strigol,the witchweed germination factor
Institution:1. Laboratory for Organic and Bioorganic Synthesis, Department of Organic and Macromolecular Chemistry, Ghent University, Krijgslaan 281 (S4), B-9000 Gent, Belgium;2. Institute of Pharmaceutical Chemistry, University of Szeged, Eötvös u. 6, H-6720 Szeged, Hungary;1. School of Pharmaceutical Sciences, Institute of Drug Discovery and Development, Key Laboratory of Advanced Pharmaceutical Technology, Ministry of Education of China, Zhengzhou University, Zhengzhou 450001, PR China;2. Collaborative Innovation Center of New Drug Research and Safety Evaluation, Henan Province, Zhengzhou 450001, PR China;3. Kidney Transplantation, The First Affiliated Hospital of Zhengzhou University, No. 1 Jianshe Road, Zhengzhou 450001, PR China;1. Key Laboratory of Molecular Biology in High Cancer Incidence Coastal Chaoshan Area of Guangdong Higher Education Institutes, Medical College of Shantou University, Shantou 515041, PR China;2. Department of Biochemistry and Molecular Biology, Medical College of Shantou University, Shantou 515041, PR China;3. Institute of Oncologic Pathology, Medical College of Shantou University, Shantou 515041, PR China;4. Department of Laboratory Medicine, Huaihua Medical College, Huaihua 418000, PR China;1. Department of Nephrology, School of Medicine, Fujita Health University, Toyoake, 470-1192, Japan;2. Graduate School of Pharmaceutical Sciences, Nagoya University, Nagoya, 464-8601, Japan;3. Division of Biomedical Polymer Science, Institute for Comprehensive Medical Science, Fujita Health University, Toyoake, 470-1192, Japan;1. Graduate School of Innovative Life Science, University of Toyama, 3190 Gofuku, Toyama, Toyama 930-8555, Japan;2. Graduate School of Science and Engineering, University of Toyama, 3190 Gofuku, Toyama, Toyama 930-8555, Japan;1. Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo 169-8555, Japan;2. Graduate School of Medical Science, Kyoto Prefectural University of Medicine, 1-5 Shimogamohangi-Cho, Sakyo-Ku, Kyoto 606-0823, Japan
Abstract:A synthetic route to (+)-1 commencing from (S)-malic acid and 20 is reported. Key steps are the coupling of 20 and 15 to give 21, an intramolecular Wittig reaction (25-→27), and an oxidative cyclization (28-→1).
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