Enantioselective ruthenium-catalyzed ring-closing metathesis.
[reaction: see text] The first enantioselective ruthenium olefin metathesis catalysts have been prepared, and high enantiomeric excesses (up to 90%) are observed in the desymmetrization of achiral trienes. A model consistent with the stereochemical outcome of the reactions is described and suggests side-on olefin binding and reorganization of the halide ligands.
Seiders
T J
TJ
Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
Ward
D W
DW
Grubbs
R H
RH
D000475:Alkenes / Q000737:chemistry; D005663:Furans / Q000138:chemical synthesis*; D009942:Organometallic Compounds / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
D000475:Alkenes; D005663:Furans; D009942:Organometallic Compounds; D012428:Ruthenium