title: Total synthesis of the pyranoisoflavone kraussianone 1 and related isoflavones.
abstract: The first total synthesis of the pyranoisoflavone kraussianone 1 (1) is described. The key steps involved the Suzuki-Miyaura reaction for the construction of the isoflavone core and the regioselective formation of the dimethylpyran scaffolds to the phloroglucinol (ring A) and resorcinol (ring B) moieties of kraussianone 1 (1). This route also provided access to the related isoflavones eriosemaone D (2) and genistein (3) via simple structural modifications.
authors: School of Chemistry, University of KwaZulu-Natal, Private Bag X01, Scottsville 3209, Pietermaritzburg, South Africa.
authors: Mamoalosi A
authors: MA
authors: Selepe
authors: Siegfried E
authors: SE
authors: Drewes
authors: Fanie R
authors: FR
authors: van Heerden
mesh_terms: D007887:Fabaceae / Q000737:chemistry; D019833:Genistein / Q000737:chemistry; D007529:Isoflavones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry
chemical_list: D007529:Isoflavones; C000605895:eriosemaone D; C465002:kraussianone 1; D019833:Genistein