861909-33-3Relevant articles and documents
Synthesis, structural analysis, and catalytic properties of tetrakis(binaphthyl or octahydrobinaphthyl phosphate) dirhodium(II,II) complexes
Hrdina, Radim,Guenee, Laure,Moraleda, Delphine,Lacour, Jeroime
, p. 473 - 479 (2013/03/28)
The X-ray structural analyses of homoleptic Rh(II) complexes made of enantiopure (R)-1,1′-binaphthyl and (R)-(5,5′,6,6′,7,7′, 8,8′-octahydro)binaphthyl phosphate ligands are for the first time presented. The possibility to introduce halogen atoms at the 3,3′-positions is also reported. The isolated dirhodium complexes were further tested as catalysts (1 mol %) in enantioselective cyclopropanations and Si-H insertion reactions, affording chiral cyclopropanes and silanes in good yield but moderate enantioselectivity (ee max 63%).
A protecting-group-free route to chiral BINOL-phosphoric acids
Li, Baojian,Chiu, Pauline
scheme or table, p. 3932 - 3937 (2011/09/14)
A two-step, protecting group-free route for the synthesis of 3,3′-disubstituted and 6,6′-disubstituted chiral BINOL-phosphoric acids has been realized starting from commercially available brominated BINOLs. This synthesis relies on the direct Suzuki coupl
Chiral lithium salts of phosphoric acids as Lewis acid-base conjugate catalysts for the enantioselective cyanosilylation of ketones
Hatano, Manabu,Ikeno, Takumi,Matsumura, Tokihiko,Torii, Shinobu,Ishihara, Kazuaki
supporting information; experimental part, p. 1776 - 1780 (2009/07/01)
The catalytic enantioselective cyanosilylation of aromatic ketones was developed by using chiral lithium salts of (R)-BINOL- or (S)-BINAM-derived phosphoric acid compounds. In the presence of 10 mol% of chiral conjugate lithium salts, the corresponding tertiary cyanohydrins were obtained in high yields with moderate to high enantio-selectivities. This is the first efficient example of asymmetric catalysis using lithium salts of synthetically useful chiral phosphoric acid compounds. A possible catalytic mechanism and transition states are also discussed as a preliminary working hypothesis.