title: Cyclopropanation of styrenes and stilbenes using lithiomethyl trimethylammonium triflate as methylene donor.
abstract: Lithiomethyl trimethylammonium triflate, prepared from tetramethylammonium triflate, cyclopropanates several styrenes and stilbenes with electron-donating and selected electron-withdrawing substituents efficiently. Kinetic data support a stepwise nucleophilic addition-ring closure mechanism for this methylenation.
authors: Laboratorium für Organische Chemie, Eidgenössische Technische Hochschule (ETH) Zürich, Vladimir-Prelog-Weg 2, 8093 Zürich (CH), Switzerland. peter.chen@org.chem.ethz.ch.
authors: Juan M
authors: JM
authors: Sarria Toro
authors: Tim
authors: T
authors: den Hartog
authors: Peter
authors: P
authors: Chen
mesh_terms: D003521:Cyclopropanes / Q000737:chemistry*; D007700:Kinetics; D008698:Mesylates / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013267:Stilbenes / Q000737:chemistry*; D013343:Styrenes / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D008698:Mesylates; D009942:Organometallic Compounds; D000644:Quaternary Ammonium Compounds; D013267:Stilbenes; D013343:Styrenes; C030797:cyclopropane; C012077:trifluoromethanesulfonic acid