Asymmetric synthesis of the dibenzocyclooctadiene lignans interiotherin a and gomisin R.
[structure: see text] Asymmetric total syntheses of the dibenzocyclooctadiene lignans interiotherin A and angeloylgomisin R are reported. The syntheses were based on an atropdiastereoselective, copper-promoted biaryl coupling reaction, a diastereoselective hydroboration/Suzuki-Miyaura coupling reaction sequence, and an asymmetric boron-mediated tiglylation of an aryl aldehyde precursor.
Coleman
Robert S
RS
Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA. coleman@chemistry.ohio-state.edu
Gurrala
Srinivas Reddy
SR
D018360:Crystallography, X-Ray; D034242:Cyclooctanes / Q000138:chemical synthesis*; D032135:Kadsura / Q000737:chemistry; D017705:Lignans / Q000138:chemical synthesis*; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism
D034242:Cyclooctanes; D017705:Lignans; C507671:angeloylgomisin R; C103454:interiotherin A