hyperolactone-c has been researched along with styrene-oxide* in 1 studies
1 other study(ies) available for hyperolactone-c and styrene-oxide
Article | Year |
---|---|
Synthesis of the anti-HIV agent (-)-hyperolactone C by using oxonium ylide formation-rearrangement.
Starting from readily available (S)-styrene oxide an asymmetric synthesis is described of the naturally occurring anti-HIV spirolactone (-)-hyperolactone C, which possesses adjacent fully substituted stereocenters. The key step involves a stereocontrolled Rh(II) -catalysed oxonium ylide formation-[2,3] sigmatropic rearrangement of an α-diazo-β-ketoester bearing allylic ether functionality. From the resulting furanone, an acid-catalysed lactonisation and dehydrogenation gives the natural product. Topics: Anti-HIV Agents; Catalysis; Epoxy Compounds; Furans; Molecular Structure; Onium Compounds; Rhodium; Stereoisomerism | 2011 |