title: Comparative enantiocontrol with allyl phenyldiazoacetates in asymmetric catalytic intramolecular cyclopropanation.
abstract: Dirhodium(II) azetidinone-carboxylates are effective asymmetric catalysts for diazo decomposition of allyl diazoacetates and their subsequent intramolecular cyclopropanations. The effect of alkene substituents on enantiocontrol has been examined and modest selectivities have been achieved. Steric influences from substituents on the diazo carbon are seen to diminish enantioselectivities.
authors.affiliation: Department of Chemistry, University of Arizona, Tucson 85721, USA. mdoyle@u.arizona.edu
authors.forename: Michael P
authors.initials: MP
authors.lastname: Doyle
authors.forename: Wenhao
authors.initials: W
authors.lastname: Hu
authors.forename: Thomas M
authors.initials: TM
authors.lastname: Weathers
mesh_terms: D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D003979:Diazonium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes; D003979:Diazonium Compounds; C035176:benzenediazonium; C030797:cyclopropane