title: Diastereoselective Coupling of Chiral Acetonide Trisubstituted Radicals with Alkenes.
abstract: The stereochemical outcome of reactions of chiral nucleophilic trisubstituted acetonide radicals with electron-deficient alkenes is dictated by a delicate balance between destabilizing non-bonding interactions and stabilizing hydrogen-bonding between substituents on the α and β carbons.
authors.affiliation: Department of Chemistry, University of California Irvine, 1102 Natural Sciences II, Irvine, CA, 92697-2025, USA.
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: Tao
authors.affiliation: Department of Chemistry, University of California Irvine, 1102 Natural Sciences II, Irvine, CA, 92697-2025, USA.
authors.forename: Mikko
authors.initials: M
authors.lastname: Muuronen
authors.affiliation: Department of Chemistry, University of California Irvine, 1102 Natural Sciences II, Irvine, CA, 92697-2025, USA.
authors.forename: Yuriy
authors.initials: Y
authors.lastname: Slutskyy
authors.affiliation: Department of Chemistry, University of California Irvine, 1102 Natural Sciences II, Irvine, CA, 92697-2025, USA.
authors.forename: Alexander
authors.initials: A
authors.lastname: Le
authors.affiliation: Department of Chemistry, University of California Irvine, 1102 Natural Sciences II, Irvine, CA, 92697-2025, USA. filipp.furche@uci.edu.
authors.forename: Filipp
authors.initials: F
authors.lastname: Furche
authors.affiliation: Department of Chemistry, University of California Irvine, 1102 Natural Sciences II, Irvine, CA, 92697-2025, USA. leoverma@uci.edu.
authors.forename: Larry E
authors.identifier: 0000-0001-9462-0195
authors.initials: LE
authors.lastname: Overman
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D005609:Free Radicals / Q000737:chemistry; D008027:Light; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D005609:Free Radicals; D002244:Carbon
keywords: ab initio calculations; alkenes; radical reactions; stereoselectivity