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  • Title: Biomimetic total syntheses of cassiarins A and B.
    Author: Yao YS, Yao ZJ.
    Journal: J Org Chem; 2008 Jul 18; 73(14):5221-5. PubMed ID: 18570405.
    Abstract:
    Total syntheses of cassiarins A and B have been efficiently accomplished using a common strategy with biomimetic considerations. Key reactions involved in this synthesis include a Negishi-type coupling, a Ag(I)-promoted formation of the tricyclic 8H-pyrano[2,3,4-de]chromen-8-one core, and a sequential amine-condensation and cyclization. Three new analogues of cassiarin A bearing different substituents at the C-11 position were synthesized in parallel from the same intermediate. In addition, two other transformations to the key tricyclic cores and cassiarins A and B were achieved from corresponding chemically equivalent precursors.
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