Unique strategy for the assembly of the carbon skeleton of guanacastepene A using an allenic Pauson-Khand-type reaction.
[reaction: see text] An approach to the highly functionalized tricyclic core of guanacastepene A has been developed using a rhodium(I)-catalyzed allenic Pauson-Khand reaction. This approach constitutes a conceptually novel strategy for the synthesis of this tricyclic framework, whereby the six-membered ring is formed intially followed by simultaneous formation of the five- and seven-membered rings.
Brummond
Kay M
KM
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. kbrummon@pitt.edu
Gao
Dong
D
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis; D003500:Cyclization; D003512:Cyclohexanones / Q000737:chemistry; D004224:Diterpenes / Q000138:chemical synthesis*; D015195:Drug Design; D015394:Molecular Structure; D012428:Ruthenium / Q000737:chemistry
D000900:Anti-Bacterial Agents; D003512:Cyclohexanones; D004224:Diterpenes; C454620:guanacastepene A; C036468:cyclohexanone; D012428:Ruthenium