21204-08-0Relevant articles and documents
Catalytic epoxypolyene cyclization via radicals: A simple total synthesis of sclareol oxide and its 8-epimer
Gansaeuer, Andreas,Worgull, Dennis,Justicia, Jose
, p. 2151 - 2154 (2006)
A short synthesis of sclareol oxide from epoxyfarnesyl acetone in six steps is described. The strategy features a titanocene-catalyzed epoxypolyene cyclization for the construction of the carbocyclic core structure. The exo olefin formed during the termin
Polyene cyclizations using mercury(II) triflate-N,N-dimethylaniline complex-participation by internal nucleophiles
Gopalan,Prieto,Mueller,Peters
, p. 1679 - 1682 (2007/10/02)
The cyclization of a number of functionalized polyenes with mercuric triflate-N,N-dimethylaniline complex (Nishizawa's reagent) to give bicyclic or tricyclic products has been studied. Suitably positioneal internal nucleophiles, such as carbonyl, hydroxy and β-ketoester groups were found to participate to varying extent, in the termination of these cyclizations.
INVESTIGATION OF THE PRODUCTS OF THE OZONOLYSIS OF NEOABIENOLS
Koltsa, M. N.,Mironov, G. N.,Aryku, A. N.,Vlad, P. F.
, p. 36 - 42 (2007/10/02)
The ozonolysis of a mixture of 13Z- and 13E-neoabienols (I and III) leads, depending on the conditions, either to 8α-hydroxy-14,15-bis-norlabd-11-en-13-one (IV) or to 8α-hydroxdriman-11-oic acid (VI) or to driman-8α,11-diol (VII).Compound (IV) undergoes hydrogenation smoothly with the formation of a mixture of 8α-hydroxy-14,15-bisnorlabdan-13-one (X) and "sclareol oxide" (XI).