Diastereotopic differentiation on phosphorus templates via the ring-closing metathesis reaction.
[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.
Stoianova
D S
DS
Department of Chemistry, University of Kansas, Lawrence 66045-2506, USA.
Hanson
P R
PR
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
D000577:Amides; D006571:Heterocyclic Compounds; D063065:Organophosphonates; D009943:Organophosphorus Compounds