title: Diastereotopic differentiation on phosphorus templates via the ring-closing metathesis reaction.
abstract: [reaction: see text] A strategy is described in which the ring-closing metathesis reaction is utilized to desymmetrize a number of pseudo-C(2)-symmetric phosphorus templates 1-3. These reactions give excellent levels of selectivity (12-15:1) with vinyl phosphonamides containing a (E)-Ph group on the diastereotopic olefins. This approach is being developed as an effective method of obtaining P-chiral phosphonamides and phosphonates.
authors.affiliation: Department of Chemistry, University of Kansas, Lawrence 66045-2506, USA.
authors.forename: D S
authors.initials: DS
authors.lastname: Stoianova
authors.forename: P R
authors.initials: PR
authors.lastname: Hanson
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry; D018360:Crystallography, X-Ray; D006571:Heterocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D063065:Organophosphonates / Q000138:chemical synthesis / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D006571:Heterocyclic Compounds; D063065:Organophosphonates; D009943:Organophosphorus Compounds