title: Partial racemization occurring in the hydroxylactonization of a δ,ε-epoxy amide.
abstract: Acid-promoted hydroxylactonization of a δ,ε-epoxy amide took place via both 6-exo-tet and 7-endo-tet processes, causing a considerable degree of racemization of the resulting δ-hydroxyalkyl-δ-lactone.
authors.affiliation: Laboratory of Applied Bioorganic Chemistry, Graduate School of Agricultural Science, Tohoku University, Sendai, Japan.
authors.forename: Masaru
authors.initials: M
authors.lastname: Enomoto
authors.forename: Shigefumi
authors.initials: S
authors.lastname: Kuwahara
mesh_terms: D001549:Benzamides / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013237:Stereoisomerism
chemical_list: D001549:Benzamides; D004852:Epoxy Compounds; D007783:Lactones