title: Evans Enolates: Solution Structures of Lithiated Oxazolidinone-Derived Enolates.
abstract: The results of a combination of (6)Li and (13)C NMR spectroscopic and computational studies of oxazolidinone-based lithium enolates-Evans enolates-in tetrahydrofuran (THF) solution revealed a mixture of dimers, tetramers, and oligomers (possibly ladders). The distribution depended on the structure of the oxazolidinone auxiliary, substituent on the enolate, and THF concentration (in THF/toluene mixtures). The unsolvated tetrameric form contained a D(2d)-symmetric core structure, whereas the dimers were determined experimentally and computationally to be trisolvates with several isomeric forms.
authors.affiliation: Baker Laboratory, Department of Chemistry and Chemical Biology, Cornell University , Ithaca, New York 14853-1301, United States.
authors.forename: Evan H
authors.initials: EH
authors.lastname: Tallmadge
authors.affiliation: Baker Laboratory, Department of Chemistry and Chemical Biology, Cornell University , Ithaca, New York 14853-1301, United States.
authors.forename: David B
authors.initials: DB
authors.lastname: Collum
mesh_terms: D019281:Dimerization; D008094:Lithium / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D023303:Oxazolidinones / Q000737:chemistry*; D012996:Solutions
chemical_list: D023303:Oxazolidinones; D012996:Solutions; D008094:Lithium