Asymmetric hydrogenation of diethyl 1-phenylvinylphosphonate by metal complexes in CH2Cl2 and in supercritical carbon dioxide using phosphite-type ligands was written by Ozolin, D. V.;Lyubimov, S. E.;Davankov, V. A.. And the article was included in Russian Chemical Bulletin in 2014.Application In Synthesis of (11bS)-N,N-Diethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine This article mentions the following:
Asym. hydrogenation of di-Et 1-phenylvinylphosphonate was carried out for the first time in dichloromethane and supercritical carbon dioxide in the presence of phosphite and amidophosphite ligands. The catalysts based on [Ir(COD)2]BARF (COD is 1,5-cyclooctadiene, BARF is tetrakis[3,5-bis(trifluoromethyl)phenyl]borate anion), provide higher enantioselectivity than [Ir(COD)Cl]2 and [Rh(COD)2]BF4. In the experiment, the researchers used many compounds, for example, (11bS)-N,N-Diethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine (cas: 252288-04-3Application In Synthesis of (11bS)-N,N-Diethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine).
(11bS)-N,N-Diethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine (cas: 252288-04-3) belongs to chiral phosphine ligands. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Over the last decade, however, and especially since 2005, considerable progress has been made in asymmetric phosphine catalysis.Application In Synthesis of (11bS)-N,N-Diethyldinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis