Three-component, stereoselective palladium-catalyzed synthesis of functionalized bicyclopentanoids.

Autor: Hulin B; Pfizer Global Research and Development, Eastern Point Road, Groton, Connecticut 06340, USA. bernard_hulin@groton.pfizer.com, Newton LS, Cabral S, Walker AJ, Bordner J
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2004 Nov 11; Vol. 6 (23), pp. 4343-5.
DOI: 10.1021/ol048140r
Abstrakt: 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.
Databáze: MEDLINE