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An efficient benzoquinone based Diels-Alder approach to podocarpane diterpenes
Affiliation:1. Department of Chemistry, Quaid-i-Azam University, Islamabad, 45320, Pakistan;2. Department of Chemistry, University of Malaya, Kuala Lumpur, 50603, Malaysia;3. Computational Chemistry Group, Department of Chemistry, Faculty of Science, University of Mauritius, Réduit 80837, Mauritius;4. Professor Extraordinarius, Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, South Africa;5. Department of Chemical and Process Engineering Technology, Jubail Industrial College, POBox 10099, Jubail Industrial City, 31961, Saudi Arabia;6. Department of Agricultural, Food and Nutritional Sciences, University of Alberta, Edmonton, AB, Canada;1. School of Pharmacy, Fudan University, 826 Zhangheng Road, Zhangjiang Hi-tech Park, Pudong, Shanghai 201203, China;2. State Key Laboratory of Medical Neurobiology, Fudan University, 138 Yixueyuan Road, Shanghai 200032, China;1. N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, Leninsky Prosp., 47, 119991 Moscow, Russian Federation;2. The Higher Chemical College of the Russian Academy of Sciences, Miusskaya Pl. 9, 125047 Moscow, Russian Federation;1. Academy of Scientific and Innovative Research, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India;2. Inorganic and Physical Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:A short, convergent synthesis of (±)11,14-dimethoxypodocarpa-8,11,13-triene, 11, is described based on successful high pressure and Lewis acid catalyzed Diels-Alder reactions for the construction of the 4,4,10-trimethyloctahydrophenanthrene ring system.
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