Synfacts 2021; 17(02): 0121
DOI: 10.1055/s-0040-1719297
Synthesis of Natural Products and Potential Drugs

Synthesis of (+)-Haperforin G

Contributor(s):
Erick M. Carreira
,
Moritz J. Classen
Zhang W, Zhang Z, Tang J.-C, Che J.-T, Zhang H.-Y, Chen J.-H, *, Yang Z. * Peking University and Peking University Shenzhen Graduate School, P. R. of China
Total Synthesis of (+)-Haperforin G.

J. Am. Chem. Soc. 2020;
142: 19487-19492
DOI: 10.1021/jacs.0c10122.
 

Significance

Chen, Yang, and co-workers report the first total synthesis of (+)-haperforin G, a structurally complex member of the limonoid family of tetranortriterpenoid natural products. Their synthesis features an efficient radical coupling of two fragments.


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Comment

Intermediate G is accessed from A in nine steps and transformed to H via a Pauson–Khand reaction. Further six steps give rise to I, which is then joined with M via a light-mediated radical-based coupling to obtain O.


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Publication History

Publication Date:
20 January 2021 (online)

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