Three-component, stereoselective palladium-catalyzed synthesis of functionalized bicyclopentanoids.
1,5-Cyclooctadiene can be stereoselectively transformed into a substituted bicyclo[3.3.0]octane ring system under palladium catalysis with concomitant formation of three carbon-carbon bonds. Reaction with an aryl iodide or triflate and malonate gives an exo-endo product, while the reaction with a malonate in the presence of oxygen affords a bis-endo adduct.
Hulin
Bernard
B
Pfizer Global Research and Development, Eastern Point Road, Groton, Connecticut 06340, USA. bernard_hulin@groton.pfizer.com
Newton
Linda S
LS
Cabral
Shawn
S
Walker
Aaron J
AJ
Bordner
Jon
J