Total Synthesis of Plakortone B |
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| Authors: | Xin‐Gang Xie Dr Xun‐Wei Wu Dr Hing‐Ken Lee Dr Xiao‐Shui Peng Prof Dr Henry N C Wong Prof Dr |
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| Institution: | Department of Chemistry, Centre of Novel Functional Molecules, Institute of Chinese Medicine and Institute of Molecular Technology for Drug Discovery and Synthesis, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR (China), Fax: (+852)?26096329 |
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| Abstract: | Plakortone B is a naturally occurring bicyclic3.3.0]furanolactone compound with attractive bioactivities. Although the relative configuration of plakortone B’s central core had been established by NMR spectroscopic methods, the absolute configuration of its four stereocenters remained unknown. In the present paper, all four possible isomers of plakortone B were synthesized and one of these molecules was found to be identical with the natural plakortone B on the basis of 1H, 13C NMR spectra and specific rotation comparisons. Thus, the absolute configuration of the natural plakortone B was determined to be (3S,4S,6R,10R). |
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| Keywords: | asymmetric synthesis chirality natural products plakortone B structure elucidation |
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