title: Diastereoselectivity in the Epoxidation of Substituted Cyclohexenes by Dimethyldioxirane(1)(,)(2).
abstract: Three series of compounds based on the cyclohexene framework have been epoxidized by dimethyldioxirane. A pronounced dependence of epoxide diastereoselectivity on substituent has been observed. In addition there is a solvent influence on this stereoselectivity. The results have been explained by invoking steric, H-bonding, and dipole-dipole influences on the epoxide stereochemistry.
authors.affiliation: Department of Chemistry, University of Missouri-St. Louis, St. Louis, Missouri 63121.
authors.forename: Robert W.
authors.initials: RW
authors.lastname: Murray
authors.forename: Megh
authors.initials: M
authors.lastname: Singh
authors.forename: Brian L.
authors.initials: BL
authors.lastname: Williams
authors.forename: Hazel M.
authors.initials: HM
authors.lastname: Moncrieff