2016 Volume 74 Issue 12 Pages 1172-1181
Total syntheses of natural products: trichodenones A-C, pericosines A-E, and withasomnines had been achieved. Synthesis of marine fungal metabolites of trichodenones determined the relative and absolute configuration of them. From a series of synthetic studies of marine derived carbasugars pericosines A-E, the proposed structure of antitumor pericosine A was revised and the absolute configurations of all natural pericosines were determined. The first total synthesis of pericosine E was realized with a highly regio- and stereoselective epoxidation of the diene with methyl(trifluoromethyl) dioxirane (TFDO) as a key step. Further, a divergent synthesis of plant alkaloids withasomnies and unnatural analogues was carried out using the Suzuki-Miyaura coupling between the final intermediate triflate and commercially available arylboronic acids.
