title: Asymmetric homogeneous hydrogenation of 2,5-disubstituted furans.
abstract: A homogeneous catalyst system for the asymmetric cis-hydrogenation of 2,5-disubstituted furans leading to 2',3'-dideoxynucleoside analogues is described. Best enantioselectivities (ee values of up to 72%) were obtained with cationic rhodium complexes ligated by diphospholanes of the butiphane family. The selectivity of the hydrogenation was reversed by the addition of a base or a polar protic solvent in certain cases. Ferrocene- and proline-based systems gave significant, but lower, ee values.
authors.affiliation: Institut für Organische Chemie, Technische Universität Graz, A-8010 Graz, Austria.
authors.forename: Petra
authors.initials: P
authors.lastname: Feiertag
authors.forename: Martin
authors.initials: M
authors.lastname: Albert
authors.forename: Ulrike
authors.initials: U
authors.lastname: Nettekoven
authors.forename: Felix
authors.initials: F
authors.lastname: Spindler