Synthesis of (+)-zeylenone from shikimic acid |
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| Authors: | An Liu Zhong Mei Zou Shi Zhi Chen Shi Lin Yang |
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| Affiliation: | a Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100094, People's Republic of China
b Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, People's Republic of China |
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| Abstract: | Starting from shikimic acid, the total synthesis of zeylenone was studied. The product was proved to be the (+)antipode of zeylenone through analysis and comparison of their respective spectra (including NMR, MS, IR and CD) and optical data. The absolute configuration of the natural product was thus determined to be (1S,2S,3R). |
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| Keywords: | Zeylenone Absolute configuration Shikimic acid Total synthesis Enantiomer |
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