title: Stereoselective epoxidation of 4-deoxypentenosides: a polarized-pi model.
abstract: The high facioselectivity in the epoxidation of 4-deoxypentenosides (4-DPs) by dimethyldioxirane (DMDO) correlates with a stereoelectronic bias in the 4-DPs' ground-state conformations, as elucidated by polarized-pi frontier molecular orbital (PPFMO) analysis.
authors.affiliation: Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA.
authors.forename: Gang
authors.initials: G
authors.lastname: Cheng
authors.forename: Fabien P
authors.initials: FP
authors.lastname: Boulineau
authors.forename: Siong-Tern
authors.initials: ST
authors.lastname: Liew
authors.forename: Qicun
authors.initials: Q
authors.lastname: Shi
authors.forename: Paul G
authors.initials: PG
authors.lastname: Wenthold
authors.forename: Alexander
authors.initials: A
authors.lastname: Wei
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D008958:Models, Molecular
chemical_list: D000475:Alkenes; D004852:Epoxy Compounds