Cobalt-Catalyzed Asymmetric Addition of Silylacetylenes to 1,1-Disubstituted Allenes was written by Sawano, Takahiro;Ou, Keiyu;Nishimura, Takahiro;Hayashi, Tamio. And the article was included in Journal of Organic Chemistry in 2013.Product Details of 360048-63-1 This article mentions the following:
The asym. addition of silylacetylenes to 1,1-disubstituted allenes proceeded in the presence of a Co/chiral bisphosphine ligand to give the corresponding enynes with high enantioselectivity. E.g., reaction of (4-MeOC6H4)CMe:C:CH2 with iPr3SiCCH in the presence of 5 mol% Co(OAc)2·4H2O/5 mol% dppe/50 mol% Zn in DMSO at 80° gave 89% yield of (4-MeOC6H4)CHMeC(:CH2)CCSiiPr3 (major isomer). The results of D-labeling experiments indicated that a H atom at the chiral center is originated from the terminal alkyne, and they were in good agreement with the proposed catalytic cycle where enantioselectivity is determined by the reaction of the proposed π-allylcobalt intermediate with the terminal alkyne. In the experiment, the researchers used many compounds, for example, (1R)-1-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]-2-[(1R)-1-(dicyclohexylphosphino)ethyl]ferrocene (cas: 360048-63-1Product Details of 360048-63-1).
(1R)-1-[Bis(4-methoxy-3,5-dimethylphenyl)phosphino]-2-[(1R)-1-(dicyclohexylphosphino)ethyl]ferrocene (cas: 360048-63-1) belongs to chiral phosphine ligands. During the past two decades, tertiary phosphine catalysts have been applied extensively in a wide range of carbon–carbon and carbon–heteroatom bond-forming transformations. Chiral phosphine catalysts: Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates.Product Details of 360048-63-1
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis