Reductive and brominative termination of alkenol cyclization in aerobic cobalt-catalyzed reactions.
Tetrahydrofur-2-ylmethyl radicals were stereoselectively generated from substituted pent-4-en-1-ols in aerobic cobalt(II)-catalyzed oxidations. Intermediates were trapped with cyclohexa-1,4-diene, gamma-terpinene, BrCCl(3), diethyl dibromomalonate, or electron-deficient olefins such as acrylonitrile or dimethyl fumarate to afford functionalized tetrahydrofurans in synthetically useful yields.
Schuch
Dominik
D
Fachbereich Chemie, Organische Chemie, Technische Universität Kaiserslautern, D-67663 Kaiserslautern, Germany.
Fries
Patrick
P
Dönges
Maike
M
Menéndez Pérez
Bárbara
B
Hartung
Jens
J