Solid-phase synthesis of polysubstituted piperidines by imino-Diels-Alder cycloaddition of 2-amino-1,3-butadienes with solid-supported imines.
[reaction: see text] The solid-phase imino-Diels-Alder reaction of 2-amino-1,3-butadienes with solid-supported imines is described. The reaction furnishes 4-piperidones and 4-aminopiperidines with high diastereoselectivity and with very good yields and purity after the release from the solid support. The possibility of introducing variations in both cycloaddition partners gives rise to substituted piperidines with up to five elements of diversity.
Barluenga
José
J
Instituto Universitario de Química Organometálica "Enrique Moles", Unidad asociada al C.S.I.C., Universidad de Oviedo, 33071 Oviedo, Spain. barluenga@sauron.quimica.uniovi.es
Mateos
Carlos
C
Aznar
Fernando
F
Valdés
Carlos
C