Cyclobutane-Containing Meroditerpenoids, (+)-Isoscopariusins B and C: Structure Elucidation and Biomimetic Synthesis.
Ming-Xiang LiBing-Chao YanMin ZhouXing-Ren LiXiao-Nian LiShi-Jun HeHan-Dong SunPema-Tenzin PunoPublished in: Organic letters (2023)
(+)-Isoscopariusins B ( 1 ) and C ( 2 ), two meroditerpenoids containing a 6/6/4 tricyclic carbon skeleton and seven continuous stereocenters, were identified from Isodon scoparius . The structures were determined by nuclear magnetic resonance analysis and concise biomimetic syntheses from readily available alkene 5 in seven and six steps, respectively. An intermolecular [2+2] photocycloaddition with cooperative catalysis of a Lewis acid and an Ir photocatalyst was used to construct a cyclobutane core with four stereogenic centers.