title: Asymmetric hydroformylation of vinyl acetate: application in the synthesis of optically active isoxazolines and imidazoles.
abstract: (R)- and (S)-2-(Acetyloxy)-propanal were prepared [93.8% ee, 102 b/l for (R), 96.9% ee, 149 b/l for (S)] via asymmetric hydroformylation of vinyl acetate on a 150-180 g scale and were used as the starting materials in the synthesis of chiral isoxazoline and imidazole derivatives which proceeded without racemization of the chiral center.
authors.affiliation: Corporate R&D, The Dow Chemical Company, 1776 Building, Midland, MI 48674, USA. pjthomas@dow.com
authors.forename: P J
authors.initials: PJ
authors.lastname: Thomas
authors.forename: Alex T
authors.initials: AT
authors.lastname: Axtell
authors.forename: Jerzy
authors.initials: J
authors.lastname: Klosin
authors.forename: Wei
authors.initials: W
authors.lastname: Peng
authors.forename: Cynthia L
authors.initials: CL
authors.lastname: Rand
authors.forename: Thomas P
authors.initials: TP
authors.lastname: Clark
authors.forename: Clark R
authors.initials: CR
authors.lastname: Landis
authors.forename: Khalil A
authors.initials: KA
authors.lastname: Abboud
mesh_terms: D018360:Crystallography, X-Ray; D007093:Imidazoles / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D007555:Isoxazoles / Q000138:chemical synthesis*; D008958:Models, Molecular; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D007093:Imidazoles; D007202:Indicators and Reagents; D007555:Isoxazoles; D014753:Vinyl Compounds; C011566:vinyl acetate