Diastereoselective [3 + 3] cycloaddition reaction of 2-arylideneindan-1,3-diones with β-naphthols: Efficient assemble of immunosuppressive pentacyclic chromanes

Article abstract of DOI:10.1016/j.tetlet.2019.151579

A base promoted diastereoselective formal [3 + 3] cycloaddition reaction of 2-arylideneindan-1,3-diones with β-naphthols towards the synthesis of functionalized pentacyclic indeno[1,2-b]chromen-(4bH)-ones has been developed. This methodology is appreciated in terms of diastereoselectivity and mild conditions. In addition, the immunosuppressive assay indicates that one of the products has selective inhibition on T-cell proliferation (IC₅₀ value of 8.73 μM).