76235-93-3Relevant articles and documents
Novel synthetic strategy toward abietane and podocarpane-type diterpenes from (-)-sclareol: synthesis of the antitumor (+)-7-deoxynimbidiol
Alvarez-Manzaneda, Enrique,Chahboun, Rachid,Cabrera, Eduardo,Alvarez, Esteban,Alvarez-Manzaneda, Ramón,Hmamouchi, Mohammed,Es-Samti, Hakima
, p. 8930 - 8934 (2007)
A new route to abietane and podocarpane-type terpenoids from labdane diterpenes is reported. The key step is the transformation of β-ketoester 9 into the corresponding O-acetylsalicylate ester 18, via a manganese(III)-based oxidative free-radical cyclization carried out in Ac2O. Utilizing this, the synthesis of the antitumor (+)-7-deoxynimbidiol (5) from (-)-sclareol (11) has been achieved. (+)-Nimbidiol (6) and the natural terpenoid 20 have also been synthesized.