title: Sterically constrained 'roofed' 2-thiazolidinones as excellent chiral auxiliaries.
abstract: The "roofed" chiral 2-thiazolidinones, which are sterically congested and conformational rigid, and which are prepared by the [4+2] cycloaddition of 2-thiazolone to the cyclic dienes, dimethylanthracene and hexamethylcyclopentadiene, followed by optical resolution with (1S,2R)-2-methoxy-1-apocamphanecarbonic acid (MAC acid) are of considerable promise for use as chiral auxiliaries for the alkylation of enolates.
authors.affiliation: Faculty of Pharmaceutical Sciences, Kumamoto University, Japan.
authors.forename: S
authors.initials: S
authors.lastname: Hoshimoto
authors.forename: H
authors.initials: H
authors.lastname: Matsunaga
authors.forename: T
authors.initials: T
authors.lastname: Kunieda
mesh_terms: D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013237:Stereoisomerism; D013844:Thiazoles / Q000737:chemistry*
chemical_list: D013844:Thiazoles