title: Ni-catalyzed reductive coupling of alkyl acids with unactivated tertiary alkyl and glycosyl halides.
abstract: 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 Ni(II) complexes.
authors.affiliation: Department of Chemistry, Shanghai University , 99 Shang-Da Road, Shanghai 200444, China.
authors.forename: Chenglong
authors.initials: C
authors.lastname: Zhao
authors.forename: Xiao
authors.initials: X
authors.lastname: Jia
authors.forename: Xuan
authors.initials: X
authors.lastname: Wang
authors.forename: Hegui
authors.initials: H
authors.lastname: Gong