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
Key words
(+)-haperforin G - limonoids - tetranortriterpenoids - ring-closing metathesis - Pauson–Khand
reaction - light-mediated radical coupling - aldol addition
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.
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.
