Journal of Chinese Pharmaceutical Sciences ›› 2016, Vol. 25 ›› Issue (1): 30-36.DOI: 10.5246/jcps.2016.01.004

• Original articles • Previous Articles     Next Articles

Asymmetric total synthesis of 3-epi-naucleamide A

Paruke Aibibula, Zhi Huang, Hongzheng Fu*, Yanxing Jia*   

  1. State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China
  • Received:2015-11-10 Revised:2015-11-30 Online:2016-01-27 Published:2015-12-10
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  • Supported by:
    National Natural Science Foundation of China (Grant No. 21290183, and 21572008).


Attempts to collective synthesis of the monoterpene indole alkaloids, isolated from Nauclea species, were examined by using asymmetric conjugate addition with Evans’ chiral auxiliary as key step. However, only the H-15 and H-3 cis product 13 was obtained, which enabled us to achieve the asymmetric total synthesis of 3-epi-naucleamide A. The results indicate that this synthetic route can be applied in the synthesis of vincosamide.

Key words: Monoterpene indole alkaloids, Naucleamide A, Total synthesis

CLC Number: