678635

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

kanata purity

• Synonyme(s) : (2R,5R)-1-{2-[(2R,5R)-2,5-Dimethylphospholan-1-yl]phenyl}-2,5-dimethylphospholane 1-oxide, R,R-Me-BozPhos
• Formule empirique (notation de Hill): C₁₈H₂₈OP₂
• Numéro CAS: 638132-66-8
• Poids moléculaire : 322.36
• Numéro MDL: MFCD09750450
• Code UNSPSC : 12352005
• ID de substance PubChem : 24885440
• Nomenclature NACRES : NA.22

Propriétés

• Forme: solid
• Activité optique: [α]22/D -171°, c = 1 in chloroform
• Pf: 116-122 °C
• Groupe fonctionnel: phosphine oxide; phosphine
• Chaîne 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
• Clé InChI: ORZVYNTUPREFTI-KLHDSHLOSA-N

Description

Description générale

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]

Application

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]

Informations légales

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.

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable