17773-88-5Relevant articles and documents
Ni-catalyzed reductive coupling of alkyl acids with unactivated tertiary alkyl and glycosyl halides
Zhao, Chenglong,Jia, Xiao,Wang, Xuan,Gong, Hegui
supporting information, p. 17645 - 17651 (2015/02/05)
This work highlights Ni-catalyzed reductive coupling of alkyl acids with alkyl halides, particularly sterically hindered unactivated tertiary alkyl bromides for the production of all carbon quaternary ketones. The reductive strategy is applicable to α-selective synthesis of saturated, fully oxygenated C-acyl glycosides through easy manipulations of the readily available sugar bromides and alkyl acids, avoiding otherwise difficult multistep conversions. Initial mechanistic studies suggest that a radical chain mechanism (cycle B, Scheme 1) may be plausible, wherein MgCl2 promotes the reduction of NiII complexes.
