title: Gold(I)-catalyzed stereoselective olefin cyclopropanation.
abstract: A triphenylphosphinegold(I)-catalyzed cyclopropanation of olefins using propargyl esters as gold(I)-carbene precursors is reported. This reaction provided the basis for the use of a DTBM-SEGPHOS gold(I) complex as a catalyst in the enantioselective (up to 94% ee) preparation of vinyl cyclopropanes with high cis-selectivity.
authors.affiliation: Department of Chemistry, University of California, Berkeley, California 94720, USA.
authors.forename: Magnus J
authors.initials: MJ
authors.lastname: Johansson
authors.forename: David J
authors.initials: DJ
authors.lastname: Gorin
authors.forename: Steven T
authors.initials: ST
authors.lastname: Staben
authors.forename: F Dean
authors.initials: FD
authors.lastname: Toste
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D006046:Gold / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D003521:Cyclopropanes; D006046:Gold