690257-96-6Relevant articles and documents
Manganese catalyzed enantio- and regioselective hydrogenation of α,β-unsaturated ketones using an imidazole-based chiral PNN tridentate ligand
Wang, Ze,Zhao, Xianghua,Huang, An,Yang, Zehui,Cheng, Yuqi,Chen, Jiachen,Ling, Fei,Zhong, Weihui
supporting information, (2021/09/22)
The enantioselective 1,2-reduction of α,β-unsaturated ketones has been achieved using a chiral pincer Mn catalyst. A series of PNN tridentate ligands containing benzimidazole groups were designed with ferrocene as the backbone, which coordinated with Mn t
One-pot two-step chemoenzymatic deracemization of allylic alcohols using laccases and alcohol dehydrogenases
Albarrán-Velo, Jesús,Gotor-Fernández, Vicente,Lavandera, Iván
, (2020/07/03)
A series of enantioenriched (hetero)aromatic secondary allylic alcohols has been synthesized through deracemization of the corresponding racemic mixtures combining a non-selective chemoenzymatic oxidation (laccase from Trametes versicolor and oxy-radical TEMPO) and a stereoselective biocatalyzed reduction (lyophilized cells of E. coli overexpressing an alcohol dehydrogenase, ADH). Both steps were performed in aqueous medium under very mild reaction conditions. After optimization, a sequential one-pot two-step protocol was set up, obtaining the corresponding chiral alcohols in moderate to high conversions (48–95%) and enantiomeric excess (65->99% ee). Depending on the ADH stereopreference, both antipodes from these valuable chiral synthons could be prepared, even at preparative scale (119?178 mg), in a straightforward manner.
Asymmetric 1,2-reduction of enones with potassium borohydride catalyzed by chiral N,N′-dioxide-scandium(III) complexes
He, Peng,Liu, Xiaohua,Zheng, Haifeng,Li, Wei,Lin, Lili,Feng, Xiaoming
supporting information, p. 5134 - 5137,4 (2020/09/15)
The first catalytic enantioselective 1,2-reduction of enones with 0.45 mol equiv potassium borohydride solution catalyzed by a chiral N,N′-dioxide- Sc(III) complex catalyst was accomplished under mild reaction conditions. A number of optically active allylic alcohols were obtained in good to excellent enantioselectivities (up to 95% ee) with nearly quantitative yields.
