title: [4 + 2]-Annulations of aminocyclobutanes.
abstract: The first [4 + 2]-annulation between aminocyclobutanes and aldehydes to access tetrahydropyranyl amines is reported. With phthalimido cyclobutane dicarboxylates and aromatic aldehydes, tetrahydropyrans were obtained in 53-92% yield and 3:1-17:1 dr using scandium triflate or iron trichloride as catalyst. The use of thymine- or fluorouracil-substituted cyclobutanes gave direct access to six-membered ring nucleoside analogues. Finally, the [4 + 2]-annulation between aminocyclobutanes and enol ethers led to the corresponding cyclohexylamines.
authors: Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne , EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne, Switzerland.
authors: Daniele
authors: D
authors: Perrotta
authors: Sophie
authors: S
authors: Racine
authors: Jeremy
authors: J
authors: Vuilleumier
authors: Florian
authors: F
authors: de Nanteuil
authors: Jerome
authors: J
authors: Waser