title: Diastereoselective synthesis of P-stereogenic heterocycles via enyne ring-closing metathesis.
abstract: A range of P-containing ene-diynes suitable for desymmetrization was prepared via a two-step process starting from phosphorus oxychloride. In the presence of the Hoveyda-Grubbs II catalyst, these substrates underwent diastereoselective enyne ring-closing metathesis leading to various synthetically useful P-stereogenic heterocycles featuring an exocyclic alkynyl group. These products are amenable to further functional manipulation.
authors.affiliation: Chemistry Research Laboratory, Department of Chemistry, University of Oxford, Mansfield Road, Oxford OX1 3TA, UK.
authors.forename: James Stephen
authors.initials: JS
authors.lastname: Harvey
authors.forename: Guy T
authors.initials: GT
authors.lastname: Giuffredi
authors.forename: Véronique
authors.initials: V
authors.lastname: Gouverneur
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D006571:Heterocyclic Compounds; D009943:Organophosphorus Compounds