157063-01-9Relevant academic research and scientific papers
Enantioselective NiH/Pmrox-Catalyzed 1,2-Reduction of α,β-Unsaturated Ketones
Chen, Fenglin,Zhang, Yao,Yu, Lei,Zhu, Shaolin
, p. 2022 - 2025 (2017/02/15)
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.
Direct conjugate alkylation of α,β-unsaturated carbonyls by TiIII-catalysed reductive umpolung of simple activated alkenes
Bichovski, Plamen,Haas, Thomas M.,Keller, Manfred,Streuff, Jan
supporting information, p. 5673 - 5682 (2016/07/06)
The titanium(iii)-catalysed cross-selective reductive umpolung of Michael-acceptors represents a unique direct conjugate β-alkylation reaction. It allows the cross-selective preparation of 1,6- and 1,4-difunctionalised building blocks without the requirement of stoichiometric organometallic reagents. In this full paper, the development and scope of the titanium(iii)-catalysed cross-selective reductive umpolung of Michael-acceptors is described. Based on the observed selectivities and additional mechanistic experiments a refined mechanistic proposal is presented.
A versatile approach to cyclic ethers. Synthesis of disubstituted oxepanes and oxocanes
Teresa Mujica,Afonso, Maria M.,Galindo, Antonio,Antonio Palenzuela
, p. 3401 - 3404 (2007/10/02)
A synthetic sequence for the preparation of α,α'-disubstituted cyclic ethers of various ring sizes and either relative stereochemistry (cis or trans) is presented. It is based on the hetero Diels Alder reaction of a monoactivated diene and an aldehyde, yi
