The author of 《Regioconvergent and Enantioselective Rhodium-Catalyzed Hydroamination of Internal and Terminal Alkynes: A Highly Flexible Access to Chiral Pyrazoles》 were Haydl, Alexander M.; Hilpert, Lukas J.; Breit, Bernhard. And the article was published in Chemistry – A European Journal in 2016. Quality Control of (R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene The author mentioned the following in the article:
In the presence of (cyclooctadiene)rhodium(I) chloride dimer, a nonracemic ferrocenyldiphosphine monoxide, and pyridine p-toluenesulfonate (PPTS), 1-aryl-1-propynes such as RCCMe (R = Ph, 4-MeC6H4, 4-F3CC6H4, 4-PhC6H4, 2-naphthyl, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 4-MeCOC6H4, 4-O2NC6H4, PinB; PinB = 4,4,5,5-tetramethyl-1,3-dioxo-2-borolan-2-yl), phenylallene, and selected 1-aryl-2-propynes underwent chemoselective, regioselective, and enantioselective addition reactions with 1H-pyrazoles to yield nonracemic N1-allylic pyrazoles such as I (R = Ph, 4-MeC6H4, 4-F3CC6H4, 4-PhC6H4, 2-naphthyl, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 4-MeCOC6H4, 4-O2NC6H4, PinB) in 65-97% yields, in 68:32->99:1 regioselectivities, and in 80:20-97.5:2.5 er (or, for nonracemic pyrazoles, 82:18 or 85:15 dr). The method tolerated a variety of functional groups in the alkyne and pyrazole components. The structure of a phenylallylated stanozolol was determined by X-ray crystallog. In the experimental materials used by the author, we found (R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene(cas: 1221746-56-0Quality Control of (R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene)
(R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene(cas: 1221746-56-0) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Quality Control of (R)-1-[(R)-1-(Di-tert-butylphosphino)ethyl]-2-[(R)-phenylphosphinoyl]ferrocene
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis