Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 5, Issue 7, Pages 1124-1128Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8qo00026c
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Funding
- National Science Foundation of China [21372103, 21472079, 21572088, 21732001]
- PCSIRT [IRT_15R28]
- Fundamental Research Funds for the Central Universities [lzujbky-2016-ct02]
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The first asymmetric total synthesis of gymnothelignan L has been accomplished in 14 steps with 11.2% overall yield. The synthetic approach features an anti Evans aldol reaction, a diastereoselective methylation, a Suzuki-Miyaura coupling and a bioinspired desymmetric transannular Friedel-Crafts reaction. Notably, the synthesis further demonstrated the biogenetic pathway that dibenzocyclooctene-type lignans are generated from eupomatilone-type lignans.
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