Simple synthesis of eudesmin through oxidative coupling of carbanions and reductive catalytic hydrogenation of diketo diester

Article abstract of DOI:10.1080/00397910701263882

A simple synthesis of eudesmin (1) is described. The key fragments were diol 13, dicarbethoxyethane 4, and diketo diester 5, which were prepared via reductive catalytic hydrogenation and oxidative intermolecular coupling of carbanions. This method is useful to generate the core skeleton of an endo-endo furofuran ring. Copyright Taylor & Francis Group, LLC.