bakkenolide-a has been researched along with thallium-nitrate* in 1 studies
1 other study(ies) available for bakkenolide-a and thallium-nitrate
| Article | Year |
|---|---|
A ring contraction strategy toward a diastereoselective total synthesis of (+)-bakkenolide A.
A diastereoselective route to (+)-bakkenolide A is presented from the readily available optically active Wieland-Miescher ketone. This novel synthesis of this sesquiterpene lactone features the following as key stereoselective transformations: (i) the ring contraction reaction of a octalone mediated by thallium(III) nitrate (TTN); (ii) a hydrogenation to create the cis-fused junction; and (iii) the formation of the C7 quaternary center through an enolate intermediate. Furthermore, during this work, the absolute configuration of a trinorsesquiterpene isolated from Senecio humillimus was assigned. Topics: 4-Butyrolactone; Antineoplastic Agents; Hydrogenation; Insecticides; Ketones; Molecular Conformation; Molecular Structure; Senecio; Sesquiterpenes; Spiro Compounds; Stereoisomerism; Thallium | 2010 |