title: Diastereo- and enantioselective carbolithiation of allyl o-lithioaryl ethers. New chiral cyclopropane derivatives.
abstract: [reaction: see text] Different allyl 2-lithioaryl ethers undergo a tandem carbolithiation/gamma-elimination in Et(2)O/TMEDA affording o-cyclopropyl phenol or naphthol derivatives in a diastereoselective manner. The use of (-)-sparteine as a chiral ligand instead of TMEDA allows the synthesis of cyclopropane derivatives with up 81% ee.
authors.affiliation: Instituto Universitario de Química Organometálica Enrique Moles, Unidad Asociada al C.S.I.C. Julián Clavería, 8, Universidad de Oviedo, 33071-Oviedo, Spain. barluenga@sauron.quimica.uniovi.es
authors.forename: José
authors.initials: J
authors.lastname: Barluenga
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Fañanás
authors.forename: Roberto
authors.initials: R
authors.lastname: Sanz
authors.forename: César
authors.initials: C
authors.lastname: Marcos