title: Formal Asymmetric (4+1) Annulation Reaction between Sulfur Ylides and 1,3-Dienes.
abstract: A highly enantioselective synthesis of functionalized cyclopentanoids by a formal asymmetric (4+1) annulation strategy was developed. The methodology consists of a stereoselective cyclopropanation reaction between chiral sulfur ylides and 1,3-dienes followed by a, in situ, stereospecific MgI2 -catalyzed rearrangement of vinylcyclopropanes. This method is distinguished by a remarkable compatibility with functional groups and a high stereocontrol.
authors.affiliation: Institute of Condensed Matter and Nanosciences, Université catholique de Louvain, Place Louis Pasteur 1 box L4.01.02 (Belgium), Fax: (+32) 010474168 http://www.uclouvain.be/raphael.robiette.
authors.forename: Olivier
authors.initials: O
authors.lastname: Rousseau
authors.affiliation: Institute of Condensed Matter and Nanosciences, Université catholique de Louvain, Place Louis Pasteur 1 box L4.01.02 (Belgium), Fax: (+32) 010474168 http://www.uclouvain.be/raphael.robiette.
authors.forename: Thierry
authors.initials: T
authors.lastname: Delaunay
authors.affiliation: Institute of Condensed Matter and Nanosciences, Université catholique de Louvain, Place Louis Pasteur 1 box L4.01.02 (Belgium), Fax: (+32) 010474168 http://www.uclouvain.be/raphael.robiette.
authors.forename: Geoffroy
authors.initials: G
authors.lastname: Dequirez
authors.affiliation: Institute of Condensed Matter and Nanosciences, Université catholique de Louvain, Place Louis Pasteur 1 box L4.01.02 (Belgium), Fax: (+32) 010474168 http://www.uclouvain.be/raphael.robiette.
authors.forename: Tran
authors.initials: T
authors.lastname: Trieu-Van
authors.affiliation: Institute of Condensed Matter and Nanosciences, Université catholique de Louvain, Place Louis Pasteur 1 box L4.01.02 (Belgium), Fax: (+32) 010474168 http://www.uclouvain.be/raphael.robiette.
authors.forename: Koen
authors.initials: K
authors.lastname: Robeyns
authors.affiliation: Institute of Condensed Matter and Nanosciences, Université catholique de Louvain, Place Louis Pasteur 1 box L4.01.02 (Belgium), Fax: (+32) 010474168 http://www.uclouvain.be/raphael.robiette. raphael.robiette@uclouvain.be.
authors.forename: Raphaël
authors.initials: R
authors.lastname: Robiette
keywords: annulation; asymmetric synthesis; cyclopentenes; vinylcyclopropanes; ylides