Asymmetric spiroacetalization catalysed by confined Bronsted acids was written by Coric, Ilija;List, Benjamin. And the article was included in Nature (London, United Kingdom) in 2012.Product Details of 1043567-32-3 This article mentions the following:
Acetals are mol. substructures that contain two oxygen-carbon single bonds at the same carbon atom, and are used in cells to construct carbohydrates and numerous other mols. A distinctive subgroup are spiroacetals, acetals joining two rings, which occur in a broad range of biol. active compounds, including small insect pheromones and more complex macrocycles. Despite numerous methods for the catalytic asym. formation of other commonly occurring stereocenters, there are few approaches that exclusively target the chiral acetal center and none for spiroacetals. Here we report the design and synthesis of confined Bronsted acids based on a C2-sym. imidodiphosphoric acid motif, enabling a catalytic enantioselective spiroacetalization reaction. These rationally constructed Bronsted acids possess an extremely sterically demanding chiral microenvironment, with a single catalytically relevant and geometrically constrained bifunctional active site. Our catalyst design is expected to be of broad utility in catalytic asym. reactions involving small and structurally or functionally unbiased substrates. 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: 1043567-32-3Product Details of 1043567-32-3).
(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. 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. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. Product Details of 1043567-32-3
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis