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Chiral discrimination in the reaction of the enolate [(η<sup>5</sup>-C<sub>5</sub>H<sub>5</sub>)Fe(CO)(PPh<sub>3</sub>)(COCH<sub>2</sub>)]<sup>–</sup>Li<sup>+</sup>with monosubstituted epoxides: X-ray crystal structure of (RS,SR)-[(η<sup>5</sup>-C<sub>5</sub>H<sub>5</sub>)Fe(CO)(PPh<sub>3</sub>){COCH<sub>2</sub>CH<sub>2</sub>CH(OH)Me}]
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1985
Year
Inorganic ChemistryEngineeringAlkene MetathesisBiochemistryPropene OxideNatural SciencesMonosubstituted EpoxidesStructure ElucidationChiral DiscriminationX-ray Crystal StructureCatalysisOrganometallic CatalysisChemistryAsymmetric CatalysisLithium EnolateEnantioselective Synthesis
In the presence of Et2AICI, the lithium enolate derived form the iron acetyl complex [(η5-C5H5)Fe(CO)(PPh3)(COMe)] discriminates between the enantiomers of monosubstituted epoxides to produce essentially only one product diastereoisomer, for example(RS,SR)-[(η5C5H5)Fe(CO)(PPh3){COCH2CH2CH(OH)Me}] in the case of propene oxide.