Enantioselective Synthesis of Tetrahydroindolizines via Ruthenium-Chiral Phosphoric Acid Sequential Catalysis was written by Zhou, Yong;Liu, Xiao-Wei;Gu, Qing;You, Shu-Li. And the article was included in Synlett in 2016.Computed Properties of C48H29O4P This article mentions the following:
A chiral phosphoric acid and a ruthenium complex were found to catalyze an olefin cross-metathesis-asym. intramol. Friedel-Crafts alkylation of N-tethered olefin pyrroles and conjugated enones to provide a variety of chiral tetrahydroindolizine derivatives in moderate to good yields and enantioselectivity (up to 93% ee). Under optimized conditions the synthesis of the target compounds was achieved using (11bS)-4-hydroxy-2,6-bis(9-phenanthrenyl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin 4-oxide (i.e., chiral cyclic phosphate analog) and [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro[[5-[(dimethylamino)sulfonyl]-2-(1-methylethoxy-κO)phenyl]methylene-κC]ruthenium (i.e., Zhan-1B) as ligand and catalyst combination. The synthesis of the target compounds was achieved by a reaction of 1-(4-pentenyl)-2-phenyl-1H-pyrrole derivatives with 1-phenyl-2-propen-1-one derivatives, 3-Buten-2-one, (2E)-1-phenyl-2-buten-1-one. The tilte compounds thus formed included a chiral pyrrolo[1,2-d][1,4]oxazepine derivative and (indolizinyl)(aryl)ethanone derivatives In the experiment, the researchers used many compounds, for example, (11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3Computed Properties of C48H29O4P).
(11bS)-4-Hydroxy-2,6-di(phenanthren-9-yl)dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepine 4-oxide (cas: 1043567-32-3) belongs to chiral phosphine ligands. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Chiral phosphine catalysts: Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates.Computed Properties of C48H29O4P
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis