Rhodium-catalyzed asymmetric addition of aryl- and alkenylboronic acids to isatins was written by Shintani, Ryo;Inoue, Mitsunori;Hayashi, Tamio. And the article was included in Angewandte Chemie, International Edition in 2006.COA of Formula: C24H22NO2P This article mentions the following:
A rhodium-catalyzed asym. addition of arylboronic acids to isatins has been developed to produce biol. relevant 3-aryl-3-hydroxy-2-oxindoles in high yield (mopping up rhodium). The most efficient catalyst discovered in this study was (R)-MeO-mop [i.e., [(1R)-2′-methoxy[1,1′-binaphthalen]-2-yl]diphenylphosphine, (R)=(+)-MOP]. High enantioselectivity was observed with (R)-MeO-mop as a ligand, and the reaction could be extended to the addition of alkenyl groups. 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: 252288-04-3COA of Formula: C24H22NO2P).
(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. The synthesis of novel trialkylphosphines can be quite difficult, thereby limiting the scope of their chiral variants. Chiral ligands coordinate to metal centers to create an asymmetric environment around the reaction centers, which eventually affects enantioselectivity and reaction rate.COA of Formula: C24H22NO2P
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis