448961-36-2Relevant academic research and scientific papers
A convergent synthesis of the cardenolide skeleton: Intramolecular aldol condensation via reduction of α-bromoketones
Chapdelaine, Daniel,Belzile, Julie,Deslongchamps, Pierre
, p. 5669 - 5672 (2007/10/03)
Synthesis of the highly biologically valuable cardenolide backbone was achieved via anionic polycyclization. Bromoketone 18, obtained from double-Michael cycloaddition between cyclohexenone 14 and γ,δ-unsaturated β-ketoester 16, was efficiently aldolized under reductive conditions. The highly functionalized tetracyclic compound 52 is an important synthetic intermediate that is potentially amenable to natural cardenolide total synthesis.
