title: Catalytic asymmetric cyclopropanation of heteroaryldiazoacetates.
abstract: Rh(2)(S-DOSP)(4)-catalyzed decomposition of heteroaryldiazoacetates in the presence of styrene results in highly diastereoselective and enantioselective cyclopropanations. Heteroaryldiazoacetates containing both electron-rich and electron-deficient heterocycles, such as thiophene, furan, pyridine, indole, oxazole, isoxazole, and benzoxazole, are effective in this chemistry. These studies broaden the range of diazo compounds containing both electron-withdrawing and electron-donating groups, which undergo highly diastereoselective cyclopropanations.
authors.affiliation: Department of Chemistry, State University of New York at Buffalo, 14260-3000, USA. hdavies@acsu.buffalo.edu
authors.forename: H M
authors.initials: HM
authors.lastname: Davies
authors.forename: R J
authors.initials: RJ
authors.lastname: Townsend
mesh_terms: D002384:Catalysis; D003521:Cyclopropanes / Q000737:chemistry*; D003979:Diazonium Compounds / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D003521:Cyclopropanes; D003979:Diazonium Compounds; D006571:Heterocyclic Compounds; C032111:diazoacetic ester