title: A Stereoselective Intramolecular Cyclopropanation via a De Novo Class of Push-Pull Carbenes Derived from DMDO-Epoxidations of Chiral Ynamides.
abstract: This work describes the first examples of diastereoselective intramolecular cyclopropanations of a de novo class of push-pull carbenes derived from DMDO-epoxidations of chiral ynamides. This reaction sequence essentially constitutes a tandem epoxidation-cyclopropanation that effectively gives arise to a series of structurally unique amido-cyclopropanes. A plausible mechanistic model is proposed revealing insights into this novel cyclopropanation process.
authors.affiliation: Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, WI 53705-2222.
authors.forename: Hongyan
authors.initials: H
authors.lastname: Li
authors.forename: Jennifer E
authors.initials: JE
authors.lastname: Antoline
authors.forename: Jin-Haek
authors.initials: JH
authors.lastname: Yang
authors.forename: Ziyad F
authors.initials: ZF
authors.lastname: Al-Rashid
authors.forename: Richard P
authors.initials: RP
authors.lastname: Hsung