448961-29-3Relevant academic research and scientific papers
Studies Directed toward Asymmetric Synthesis of Cardioactive Steroids via Anionic Polycyclization
Yang, Zhixiang,Shannon, Dean,Truong, Vouy-Linh,Deslongchamps, Pierre
, p. 4693 - 4696 (2007/10/03)
(Matrix Presented) The use of anionic polycyclization (AP) in constructing the steroidal backbone of cardenolides was investigated. The reaction of 2-carbomethoxy-2-cyclohexenone I with the enolate of Nazarov reagent II gave, after decarboxylation and ald
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.
