G. Cahiez et S. Marquais, CU-CATALYZED ALKYLATION AND FE-CATALYZED ALKENYLATION OF ORGANOMANGANESE REAGENTS, Pure and applied chemistry, 68(1), 1996, pp. 53-60
Two new selective C-C bond formation procedures are described; the Cu-
catalyzed alkylation of organomanganese chlorides by alkyl halides and
the Fe-catalyzed alkenylation of organomanganese chlorides by alkenyl
halides. These reactions have a large scope and give high yields unde
r mild conditions (rt, 1 h). They are highly chemoselective and allow
the preparation of numerous functionalized molecules. In both cases, t
he presence of NMP as cosolvent (THF/NMP) is determinant. For preparat
ive organic chemistry, these two reactions compare favorably to the ot
her related procedures since they are very easy to carry out and invol
ve no toxic or expensive product. The Fe-catalyzed reaction is the fir
st general Fe-catalyzed alkenylation procedure of preparative interest
since no excess of alkenyl halides is required and even alkenyl chlor
ides can be used successfully.