title: Expanding the scope of donor/acceptor carbenes to N-phthalimido donor groups: diastereoselective synthesis of 1-cyclopropane α-amino acids.
abstract: Warming of 4-phthalimido-N-mesyl-1,2,3-triazole in the presence of alkenes followed by silica gel induced hydrolysis results in a highly diastereoselective and catalyst-free entry to N-phthalimidocyclopropanecarboxaldehydes.
authors.affiliation: Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, USA.
authors.forename: Joshua S
authors.initials: JS
authors.lastname: Alford
authors.forename: Huw M L
authors.initials: HM
authors.lastname: Davies
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D010797:Phthalimides / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*
chemical_list: C578363:4-N-phthalimido-N-sulfonyl-1,2,3-triazole; D000475:Alkenes; D000596:Amino Acids; D003521:Cyclopropanes; D010797:Phthalimides; D014230:Triazoles; C030011:carbene; C030797:cyclopropane; D008697:Methane