Citation: An LIU, Zhan Zhu LIU, Zhong Mei ZOU, Shi Zhi CHEN, Li Zhen XU, Shi Lin YANG. Enantioselective Total Synthesis of the (+) Antipode of Zeylenone[J]. Chinese Chemical Letters, ;2004, 15(12): 1433-1436. shu

Enantioselective Total Synthesis of the (+) Antipode of Zeylenone

1.
Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100094;
2.
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Bejing 100050

Received Date: 6 November 2003

Fund Project: We are grateful to the National Natural Science Foundation of China (No. 39970084) and the Chinese Doctoral Grants of the Ministry of Science and Technology of China (No. 96-901-96-54) for financial support.

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 (1 S,2S,3R).
- Zeylenone,
- absolute configuration,
- shikimic acid,
- total synthesis,
- enantiomer
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