title: Stereoselective Synthesis of Dioxolanes and Oxazolidines via a Desymmetrization Acetalization/Michael Cascade.
abstract: The desymmetrization ofp-quinols using a Brønsted acid catalyzed acetalization/Michael cascade was achieved in high yields and diastereoselectivities for aldehydes and imines. Use of a chiral Brønsted acid allowed for the synthesis of 1,3-dioxolane and 1,3-oxazolidine products in modest enantioselectivity.
authors.affiliation: Colorado State University, Department of Chemistry, Fort Collins, CO 80523.
authors.forename: David M
authors.initials: DM
authors.lastname: Rubush
authors.affiliation: Colorado State University, Department of Chemistry, Fort Collins, CO 80523.
authors.forename: Tomislav
authors.initials: T
authors.lastname: Rovis
keywords: Michael addition; acetals; cascade catalysis; desymmetrization; stereoselective synthesis