Synthetic study toward the total synthesis of fumigaclavines A–D

doi:10.5246/jcps.2017.07.055

Journal of Chinese Pharmaceutical Sciences ›› 2017, Vol. 26 ›› Issue (7): 496-503.DOI: 10.5246/jcps.2017.07.055

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Synthetic study toward the total synthesis of fumigaclavines A–D

Yongfan Ma, Yanxing Jia^*

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, China

Received:2017-05-10 Revised:2017-05-28 Online:2017-07-28 Published:2017-06-05
Contact: Tel.: +86-010-82805166, E-mail: yxjia@bjmu.edu.cn
Supported by:
National Natural Science Foundation of China (Grant No. 21372017).

Abstract

Abstract:

In the present study, we developed a novel approach for the synthesis of the tetracyclic core of fumigaclavines A–D. A palladium-catalyzed intramolecular Larock indole synthesis was utilized to assemble the B/C rings of the tetracyclic core in one step. Although all attempts to convert compound 18 to fumigaclavine B failed, this study provided useful information for the total synthesis of fumigaclavines A–D.

Key words: Indole alkaloids, Ergot alkaloids, Total synthesis, Palladium-catalyzed

CLC Number:

R916

Supporting:

Yongfan Ma, Yanxing Jia. Synthetic study toward the total synthesis of fumigaclavines A–D[J]. Journal of Chinese Pharmaceutical Sciences, 2017, 26(7): 496-503.

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Synthetic study toward the total synthesis of fumigaclavines A–D

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