Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 12, Pages 6776-6782Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b00792
Keywords
-
Categories
Funding
- Research School of Chemistry at the Australian National University
- NHMRC [1028092]
- Australian National University
Ask authors/readers for more resources
A nine-step synthesis of boletopsin 11 (1), a bioactive fungal natural product, is disclosed. Key features include a one-pot [O]-oxa-Michael cascade to establish the polyoxygenated dibenzofuran core followed by a Pd-catalyzed directed ortho-C(sp(2))-H arylation to complete the fully functionalized carbon skeleton. Exploration of the latter transformation led to the discovery of an unexpected tandem ortho-C(sp(2))-H arylation event, and the scope of the directed ortho-C(sp(2))-H reaction was further investigated with coupling partners varying in stereoelectronic properties.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available