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Synthesis of Atisine, Ajaconine, Denudatine, and Hetidine Diterpenoid Alkaloids by a Bioinspired Approach

Xiao-Huan Li, Min Zhu, Zhi-Xiu Wang, Xiao-Yu Liu, Hao Song, Dan Zhang, Feng-Peng Wang, Yong Qin

Angew Chem Int Ed Engl. 2016 Dec 12;55(50):15667-15671.

PMID: 27860043

Abstract:

A unified approach to four different (atisine, ajaconine, denudatine, and hetidine) diterpenoid alkaloid skeletons was developed and applied to the total synthesis of the natural products dihydroajaconine (2, atisine type) and gymnandine (4, denudatine type). The synthesis features a biogenetically inspired strategy that relies on C-H oxidation, aza-pinacol coupling, and aza-Prins cyclization as key steps.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP26166370 Denudatine Denudatine 26166-37-0 Price
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