678635

1,2-Bis[(2R,5R)-2,5dimethylphospholano]benzene monooxide

kanata purity

• Sinónimos: (2R,5R)-1-{2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl}-2,5-dimethylphospholane 1-oxide, R,R-Me-BozPhos
• Fórmula empírica (notación de Hill): C₁₈H₂₈OP₂
• Número de CAS: 638132-66-8
• Peso molecular: 322.36
• Número MDL: MFCD09750450
• Código UNSPSC: 12352005
• ID de la sustancia en PubChem: 24885440
• NACRES: NA.22

Propiedades

• Formulario: solid
• actividad óptica: [α]22/D -171°, c = 1 in chloroform
• mp: 116-122 °C
• grupo funcional: phosphine oxide; phosphine
• cadena SMILES: C[C@@H]1CC[C@@H](C)P1(C2=CC=CC=C2P3[C@H](C)CC[C@H]3C)=O
• InChI: 1S/C18H28OP2/c1-13-9-10-14(2)20(13)17-7-5-6-8-18(17)21(19)15(3)11-12-16(21)4/h5-8,13-16H,9-12H2,1-4H3/t13-,14-,15-,16-/m1/s1
• Clave InChI: ORZVYNTUPREFTI-KLHDSHLOSA-N

Descripción

Descripción general

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monooxide is a chiral ligand whose copper complexes are used extensively in many organic reactions such as addition to imines, nitroalkenes, and reduction of β,β-disubstituted vinyl sulfones.[1][2][3][4][5]

Aplicación

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

1,2-Bis[(2R,5R)-2,5-dimethylphospholano]benzene monoxide can be used:

• As a ligand in the preparation of dihydroquinolones and dihydroisoquinolones through palladium-catalyzed C-H functionalization of cyclopropane derivatives.[2]
• As an organocatalyst in the [4+1] annulation reactions of 2-enoylpyridine pyridine N-oxides[3] and olefins[4] with Morita-Baylis-Hillman (MBH) carbonates to yield dihydrofurans derivatives enantioselectively.
• As a ligand in the copper-catalyzed synthesis of chiral nitroalkanes via the addition of dialkylzinc to β-nitroalkenes.[5]

Información legal

Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable