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It is used in biosynthetic preparation for enantioselective oxidation of naphthols to binaphthyldiols with horseradish peroxidase catalyst. A chiral auxiliary used in the catalytic asymmetric oxidation of sulfides to sulfoxides. Chiral lanthanide triflates formed from binaphthol serve as catalysts for asymmetric Diels-Alder reactions. Derivatives of binaphthol have recently found use in asymmetric Claisen rearrangements and asymmetric epoxidations.5 The lithium aluminum hydride derivative of these diols (BINAP-H) has been used extensively for the reduction of ketones. Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.
Lilia Kurz, et al. Stereospecific functionalization of (R)-(-)-1,1?-bi-2-naphthol triflate.Tetrahedron Lett.,1990,31(44), 6321-6324.
Taisuke Hamada, et al. A novel photocatalytic asymmetric synthesis of (R)-(+)-1,1?-bi-2-naphthol derivatives by oxidative coupling of 3-substituted-2-naphthol with Δ-[Ru(menbpy)3]2+[menbpy = 4,4?-di(1R,2S,5R)-(-)-menthoxycarbonyl-2,2?-bipyridine], which posseses molecular helicity.J. Chem. Soc., Chem. Commun.,1993,11909-911.
Hazard Statements: H301-H315-H319-H335
Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P280h-P305+P351+P338-P309-P310a
Wear protective gloves/clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER/doctor