ol0c01493_si_001.pdf (8.24 MB)
Asymmetric Total Syntheses of (−)-Fennebricin A, (−)-Renieramycin J, (−)-Renieramycin G, (−)-Renieramycin M, and (−)- Jorunnamycin A via C–H Activation
journal contribution
posted on 2020-05-21, 20:49 authored by Yu Zheng, Xue-Dan Li, Peng-Zhen Sheng, Hong-Dou Yang, Kun Wei, Yu-Rong YangCollective total synthesis of five
tetrahydroisoquinoline alkaloids
including the first total synthesis of (−)-fennebricin A and
(−)-renieramycin J has been accomplished. The synthesis features
employing a single common amino acid to symmetrically construct the
pentacycle of title alkaloids. The palladium-catalyzed arylation of
alanine-derived amide developed by Yu was tactically utilized to afford
unnatural amino acid building block rapidly and practically. The structure
of synthetic (−)-renieramycin M has been confirmed by single
crystal X-ray analysis for the first time.