title: Stereoselective synthesis of aryl cyclopentene scaffolds by Heck-Matsuda desymmetrization of 3-cyclopentenol.
abstract: A new enantioselective Heck-Matsuda desymmetrization reaction was accomplished by using 3-cyclopentenol to produce chiral five-membered 4-aryl cyclopentenol scaffolds in good yields and high ee's, together with some 3-aryl-cyclopentanones as minor products. Mechanistically, the hydroxyl group of 3-cyclopentenol acts as a directing group and is responsible for the cis- arrangement in the formation of the 4-aryl-cyclopentenols.
authors.affiliation: Institute of Chemistry, State University of Campinas- Unicamp, C.P. 6154, CEP. 13083-970, Campinas, São Paulo (Brazil) www.correia-group.com.
authors.forename: Ricardo A
authors.initials: RA
authors.lastname: Angnes
authors.forename: Juliana M
authors.initials: JM
authors.lastname: Oliveira
authors.forename: Caio C
authors.initials: CC
authors.lastname: Oliveira
authors.forename: Nelson C
authors.initials: NC
authors.lastname: Martins
authors.forename: Carlos Roque D
authors.initials: CR
authors.lastname: Correia
keywords: Heck reaction; aryldiazonium salts; chiral N,N ligands; desymmetrization; palladium