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Cobalt- and rhodium-catalyzed cross-coupling reaction of allylic ethers and halides with organometallic reagents
Ist Teil von
Tetrahedron, 2006-02, Vol.62 (7), p.1410-1415
Ort / Verlag
Elsevier Ltd
Erscheinungsjahr
2006
Link zum Volltext
Quelle
Elsevier ScienceDirect Journals
Beschreibungen/Notizen
Reactions of 2-alkenyl methyl ether with phenyl, trimethylsilylmethyl, and allyl Grignard reagents in the presence of cobalt(II) complexes are discussed. The success of the reactions heavily depends on the combination of the substrate, ligand, and Grignard reagent. In the reaction of cinnamyl methyl ether, the formation of the linear coupling products predominates over that of the relevant branched products. In the cobalt-catalyzed allylation of allylic ethers, addition of a diphosphine ligand can change the regioselectivity, mainly providing the corresponding branched products. Rhodium complexes catalyze the reactions of allylic ethers and halides with allylmagnesium chloride and allylzinc bromide, respectively, in which the branched coupling product is the major product.
Graphical Abstract