55640-98-7Relevant academic research and scientific papers
Deracemization of a Phosphine Oxide via Enantioselective Protonation
Vedejs, E.,Garcia-Rivas, J. A.
, p. 6517 - 6518 (1994)
Treatment of the phosphine oxide anion 2 with the keto aniline 3c affords (S)-1 with 81-83percent ee, and one crystallization upgrades the material to (S)-1 with > 99percent ee (78percent overall yield).
Chiral monophosphine ligand HP-Phos of diphenyl ether skeleton, and preparation method and application thereof
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Paragraph 0168-0179, (2019/05/02)
The invention discloses chiral monophosphine ligand HP-Phos of a diphenyl ether skeleton, and a preparation method and application thereof. The chiral monophosphine ligand is a compound 1, or an enantiomer, a racemate and a diastereomer of the compound 1.
Pyrrolidine-Based P,O Ligands from Carbohydrates: Easily Accessible and Modular Ligands for the Ir-Catalyzed Asymmetric Hydrogenation of Minimally Functionalized Olefins
Elías-Rodríguez, Pilar,Borràs, Carlota,Carmona, Ana T.,Faiges, Jorge,Robina, Inmaculada,Pàmies, Oscar,Diéguez, Montserrat
, p. 5414 - 5424 (2018/12/11)
The potential of P,O-iminosugar based ligands in the Ir-catalyzed asymmetric hydrogenation of minimally functionalized olefins is presented. These new ligands were prepared from easily available carbohydrates (D-mannose, D-ribose and D-arabinose). The stereochemical and polyfunctional diversity of carbohydrates allowed the modulation of the ligands, both from their electronic properties and the rigidity of their backbone. High enantioselectivities (ee’s up to 99 %) can be reached in the hydrogenation of selected tri- and disubstituted substrates.
Synthesis of chiral 1,3-bis(1-(diarylphosphoryl)ethyl)-benzenes via Ir-catalyzed double asymmetric hydrogenation of bis(diarylvinylphosphine oxides)
Liu, Xu,Han, Zhaobin,Wang, Zheng,Ding, Kuiling
, p. 1073 - 1078 (2014/08/18)
A class of chiral 1,3-bis(diarylphosphinoethyl)benzenes, which are key intermediates for the synthesis of PCP-type chiral pincer ligands, were prepared in high diastereomeric ratios and excellent ee values via double asymmetric hydrogenation of the corresponding bis(diarylvinylphosphine oxide) substrates using a SpinPhox/Ir(I) complex as the catalyst. The hydrogenation product 5a was readily transformed into the corresponding borane-protected chiral PCP-type pincer ligand 7a with high enantiomeric excess, exemplifying a viable synthetic route to optically active chiral PCP pincer ligands.
Adaptative biaryl phosphite-oxazole and phosphite-thiazole ligands for asymmetrie Ir-catalyzed hydrogenation of alkenes
Diéguez, Montserrat,Mazuela, Javier,Paptchikhine, Alexander,Pàmies, Oscar,Andersson, Pher G.
experimental part, p. 4567 - 4576 (2010/08/07)
A library of readily available phosphite-oxazole/thiazole ligands (L1a-g-L7a-g) was applied in the Ir-catalyzed asymmetric hydrogenation of several largely unfunctionalized E- and Z-trisubstituted and 1,1-disubstituted terminal alkenes. The ability of the catalysts to transfer chiral information to the product could be tuned by choosing suitable ligand components (bridgelength, the substituents in the heterocyclic ring and the alkyl backbone chain, the configuration of the ligand backbone, and the substituents/ configurations in the biaryl phosphite moiety),so that enantioselectivities could be maximized for each substrate as required. Enantioselectivities were therefore excellent (enantiomeric excess (ee) values up to >99%) for a wide range of E- and Z-trisubstituted and 1,1-disubstituted terminal alkenes. The biaryl phosphite moiety was a very advantageous ligand component in terms of substrate versatility.
Synthesis of phosphorus based ligands
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Page/Page column 11-12, (2010/02/14)
Chiral ligands of the formula I or II, may be obtained in high enantiomeric purity from compounds of the formulae III or IV, respectively, with suitable phosphines, where the symbols R1, R, n, R3, R4, R' are as described i
