791067-76-0Relevant academic research and scientific papers
A new preparation of 1,3,3-trimethylbicyclo[2.2.2]octan-2,6-dione, a never isolated intermediate in a total synthesis of (+)-norpatchoulenol. Formal total synthesis of (±)-iso-norpatchoulenol
La Bella, Angela,Leonelli, Francesca,De Salve, Ilse,Migneco, Luisa M.,Bettolo, Rinaldo Marini
, p. 2120 - 2124 (2007/10/03)
A new preparation and the isolation and spectroscopic characterization of 1,3,3-trimethylbicyclo[2.2.2]octan-2,6-dione (3), a so far elusive key intermediate in the Liu-Ralitsch total synthesis of (+)-norpatchoulenol ((+)-1a), is described. The preparation of 3 constitutes also a formal total synthesis of (±)-iso-norpatchoulenol ((±)-1b), since 3 is correlated to an intermediate in the Monti and co-workers synthesis of (±)-1b.
Elusive 6-exo-hydroxybicyclo[2.2.2]octan-2-ones from the corresponding acetates by methanolysis in the presence of CH3ONa/La(OTf)3
Di Stefano, Stefano,Leonelli, Francesca,Garofalo, Barbara,Mandolini, Luigi,Marini Bettolo, Rinaldo,Migneco, Luisa Maria
, p. 2783 - 2785 (2007/10/03)
(Matrix presented) A series of 6-exo-acetoxybicyclo[2.2.2]octan-2-ones were converted into the corresponding 6-exo-hydroxybicyclo[2.2.2]octan-2-ones by methanolysis in the presence of CH3ONa/La(OTf)3. Under the given conditions, epim
Synthesis of mono- and sesquiterpenoids; XXII. Synthesis of (+)-pinthunamide, a sesquiterpene metabolite of a fungus, Ampulliferina sp.
Mori,Matsushima
, p. 406 - 410 (2007/10/02)
Pinthunamide (1), a sesquiterpene metabolite produced by a fungus Ampliferina sp., was synthesized by starting from (1R,4S,6S)-6-hydroxy-1-methylbicyclo[2,2]octan-2-one (4), which could readily be prepared by yeast reduction of the corresponding β-diketone 5.
