15356-60-2Relevant articles and documents
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Read,Grubb
, p. 188,193 (1931)
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Stereoselective reduction of menthone by molecularly imprinted polymers
Hedin-Dahlstroem, Jimmy,Shoravi, Siamak,Wikman, Susanne,Nicholls, Ian A.
, p. 2431 - 2436 (2004)
Polymeric chiral reductants selective for the reduction of (-)-menthone 1 to the diastereomeric products (-)-menthol 2 and (+)-neomenthol 3 were prepared by a covalentmolecular imprinting using 2 as the template. The LiAlH4 derivatized imprinted polymers altered the natural outcome of the reduction reaction (LiAlH4) from 2:1 [(-)-menthol:(+)-neomenthol] to 1:1. The reaction mechanism is discussed in terms of reaction site structure. The molecularly imprinted polymers demonstrated enantioselective recognition for 2 (0.15μmol enantioselective sites/g polymer) in batch binding experiments.
Apple-tree shoots and transformed carrot and apple roots used as biocatalysts in enantioselective acetate hydrolysis, alcohol oxidation and ketone reduction
Mironowicz, Agnieszka,Kromer, Krystyna
, p. 1655 - 1662 (1998)
(±)-1-Phenylethyl (1), (±)-1-(1-naphthyl)ethyl (2), (±)-1-(2-naphthyl)ethyl (3) and (±)-menthyl (4) acetates were hydrolyzed using apple-tree shoots and hairy roots of carrot and apple-tree to afford alcohols, which, subsequntly, in the same environment, were oxygenated to ketones. Pure (S)-1-(2-naphthyl)ethanol ((S)-(-)-7), (R)-1-phenylethyl acetate ((R)-(+)-1), (R)-1-(1-naphthyl)ethyl acetate ((R)-(+)-2). (S)-1-phenylethanol ((S)-(-)-5) and (-)-menthol (1R,25,5R)-(-)-8) have been produced.
Novel highly efficient absolute optical resolution method by serial combination of two asymmetric reactions from acetylene monomers having racemic substituents
Aoki, Toshiki,Kaneko, Takashi,Liu, Lijia,Suzuki, Junpei,Tang, Yanan,Teraguchi, Masahiro
supporting information, p. 450 - 461 (2022/01/15)
For general optical resolution, an optical resolution agent is necessary, and the best agent should be selected for each racemic compound. In this study, we will report that a novel optical resolution method by circularly polarized light (CPL) without any
Heterogeneous Hydroxyl-Directed Hydrogenation: Control of Diastereoselectivity through Bimetallic Surface Composition
Shumski, Alexander J.,Swann, William A.,Escorcia, Nicole J.,Li, Christina W.
, p. 6128 - 6134 (2021/05/29)
Directed hydrogenation, in which product selectivity is dictated by the binding of an ancillary directing group on the substrate to the catalyst, is typically catalyzed by homogeneous Rh and Ir complexes. No heterogeneous catalyst has been able to achieve equivalently high directivity due to a lack of control over substrate binding orientation at the catalyst surface. In this work, we demonstrate that Pd-Cu bimetallic nanoparticles with both Pd and Cu atoms distributed across the surface are capable of high conversion and diastereoselectivity in the hydroxyl-directed hydrogenation reaction of terpinen-4-ol. We postulate that the OH directing group adsorbs to the more oxophilic Cu atom while the olefin and hydrogen bind to adjacent Pd atoms, thus enabling selective delivery of hydrogen to the olefin from the same face as the directing group with a 16:1 diastereomeric ratio.