title: Fe-catalyzed multicomponent reactions: the regioselective alkoxy allylation of activated olefins and its application in sequential Fe catalysis.
abstract: We present herein a versatile and broadly applicable Fe-catalyzed regioselective alkoxy allylation of activated double bonds. Substituted allylic carbonates are converted into the corresponding σ-enyl Fe complexes by reaction with Bu(4)N[Fe(CO)(3)(NO)] (TBAFe) at 30 °C. The liberated alkoxide adds to an activated double bond with the generation of a C-nucleophile, which is trapped by the σ-enyl Fe complex in a regioselective manner. Alternatively, the alkoxide acts as a base in deprotonating an external pronucleophile, which undergoes Michael addition. The method is characterized by a broad functional group tolerance, mild reaction conditions, low catalyst loadings, and high regioselectivities in favor of the ipso-substitution product.
authors.affiliation: Institut für Organische Chemie, Universität Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany.
authors.forename: André P
authors.initials: AP
authors.lastname: Dieskau
authors.forename: Michael S
authors.initials: MS
authors.lastname: Holzwarth
authors.forename: Bernd
authors.initials: B
authors.lastname: Plietker