Cyclobutane-Containing Meroditerpenoids, (+)-Isoscopariusins B and C: Structure Elucidation and Biomimetic Synthesis

• DOI: 10.1021/acs.orglett.3c00742
• Publication Date: 2023-04-21T17:18:59Z
• Authors: Ming-Xiang Li; Bing-Chao Yan; Min Zhou; Xing-Ren Li; Xiao-nian Li; Shi-Jun He; Han-Dong Sun; Pema-Tenzin Puno
• Keywords: Stereocenter; Alkene

(+)-Isoscopariusins B (1) and C (2), two meroditerpenoids containing a 6/6/4 tricyclic carbon skeleton seven continuous stereocenters, were identified from Isodon scoparius. The structures determined by nuclear magnetic resonance analysis concise biomimetic syntheses readily available alkene 5 in six steps, respectively. An intermolecular [2+2] photocycloaddition with cooperative catalysis of Lewis acid an Ir photocatalyst was used to construct cyclobutane core four stereogenic centers.