Meskova, Michaela published the artcileHighly sterically hindered binaphthalene-based monophosphane ligands: synthesis and application in stereoselective Suzuki-Miyaura reactions, Synthetic Route of 126613-06-7, the publication is Tetrahedron: Asymmetry (2013), 24(15-16), 894-902, database is CAplus.
A series of new sterically hindered (R)-(2′-aryl-1,1′-binaphthalene-2-yl)phosphines with ortho-substituted phenyls as aryl groups were prepared via Negishi monoarylation of enantiopure 2,2′-dibromo-1,1′-binaphthalene followed by lithiation and quenching with diphenylphosphino or dicyclohexylphosphino chloride. These ligands were applied to the stereoselective Suzuki-Miyaura coupling for the preparation of substituted biaryls. The enantioselectivity correlated pos. when increasing the hindrance of the 2′-aryl group of the ligand. Using the best performing diphenylphosphine ligand with a 2,6-dimethoxyphenyl aryl group, various arylnaphthalenes were prepared in high to excellent yields (68-99%) with low to good ee (12-75% ee), the latter being comparable to the best values reported when using other chiral monophosphine ligands.
Tetrahedron: Asymmetry published new progress about 126613-06-7. 126613-06-7 belongs to esters-buliding-blocks, auxiliary class Chiral Diphenols, name is (R)-[1,1′-Binaphthalene]-2,2′-diyl bis(trifluoromethanesulfonate), and the molecular formula is C22H12F6O6S2, Synthetic Route of 126613-06-7.
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