title: Enantioselective NiH/Pmrox-Catalyzed 1,2-Reduction of α,β-Unsaturated Ketones.
abstract: The enantioselective 1,2-reduction of α,β-unsaturated ketones was achieved using a NiH catalyst in the presence of pinacolborane. This mild process represents a general method to access a wide variety of structurally diverse α-chiral allylic alcohols in excellent yields and enantioselectivity, as well as very high levels of ambidoselectivity for 1,2- over 1,4-reduction. Furthermore, for reactions on a 10 mmol scale, catalyst loadings as low as 0.5 mol % could be employed to deliver product without any detrimental effect on the yield, enantio-, or ambidoselectivity.
authors.affiliation: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China.
authors.forename: Fenglin
authors.initials: F
authors.lastname: Chen
authors.affiliation: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China.
authors.forename: Yao
authors.initials: Y
authors.lastname: Zhang
authors.affiliation: School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, 225002, China.
authors.forename: Lei
authors.initials: L
authors.lastname: Yu
authors.affiliation: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093, China.
authors.forename: Shaolin
authors.identifier: 0000-0003-1516-6081
authors.initials: S
authors.lastname: Zhu
keywords: 1,2-reduction; asymmetric catalysis; nickel; synthetic methods; α,β-unsaturated ketones