title: Lanthanum(III) triflate-catalyzed cyclopropanation via intramolecular methylene transfer.
abstract: A new method for cyclopropanation involving intramolecular methylene transfer from an epoxide to an olefin has been developed. This La(OTf)(3)-catalyzed process proceeds with good efficiency and with high stereoselectivity. A range of examples illustrating substrate scope are given along with a mechanistic rationale. Also demonstrated is an asymmetric cyclopropane synthesis that combines enantioselective epoxidation with this methylene-transfer protocol.
authors.affiliation: Department of Chemistry, Columbia University, New York, New York 10027, USA.
authors.forename: David J
authors.initials: DJ
authors.lastname: Hardee
authors.forename: Tristan H
authors.initials: TH
authors.lastname: Lambert