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Journal of Asian Natural Products Research Volume 12, 2010 - Issue 11
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Original Articles

Conversional studies towards taxoids from C19-diterpenoid alkaloids by the BAC sequence

Hong Ji Department of Chemistry of Medicinal Natural Products, West College of Pharmacy, Sichuan University, Chengdu, 610041, China; Drug Research Center, Guangzhou Medical College, Guangzhou, 510182, China
,
Qiao-Hong Chen Department of Chemistry of Medicinal Natural Products, West College of Pharmacy, Sichuan University, Chengdu, 610041, China
,
Meng Zhu Department of Chemistry of Medicinal Natural Products, West College of Pharmacy, Sichuan University, Chengdu, 610041, China
&
Feng-Peng Wang Department of Chemistry of Medicinal Natural Products, West College of Pharmacy, Sichuan University, Chengdu, 610041, ChinaCorrespondence[email protected]
Pages 968-977 | Received 03 May 2010, Accepted 20 Jul 2010, Published online: 08 Nov 2010
 
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Abstract

The conversional synthesis of taxoids by the BAC sequence from the C19-diterpenoid alkaloids, 14-acetyltalatisamine (1), yunaconitine (12), and 14-acetylchasmanine (19), was designed and explored. Two aconane-type diterpenes 17 and 28, the advanced intermediates for our conversional synthesis, were synthesized. The key steps include the rupture of the C(7)–C(17) bond, the formation of imine, and the denitrogenation.

Acknowledgement

We are grateful to the National Natural Science Foundation of China (No. 30873147) for the financial support of this research.

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