(R)-(−)-1,1′-Binaphthalene-2,2′-diyl hydrogen phosphate,
|Related Categories||Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Chiral Phosphoric Acids, Chiral Resolution Reagents,|
|optical activity||[α]20/D −605°, c = 1.35 in methanol|
1, 5 g in glass bottle
A chiral ligand used in hydrocarboxylation reactions.1 Complexes with rhodium and mediates the asymmetric dipolar cycloaddition of diazo compounds.2 A number of racemic amines which have proven difficult to separate have been resolved with this chiral acid.3 Palladium derivatives have been used in asymmetric hydrocarboxylations,4 and rhodium derivatives have been used in dipolar cycloadditions.5
Used in a chiral Bronsted acid catalyzed enantoselective Mannich reaction.
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Certificate of Analysis
|Precautionary statements||P261-P305 + P351 + P338|
|Personal Protective Equipment||dust mask type N95 (US), Eyeshields, Gloves|
|Hazard Codes (Europe)||Xi|
|Risk Statements (Europe)||36/37/38|
|Safety Statements (Europe)||26-36|
1. J. Am. Chem. Soc. 112, 2803, (1990)
2. Tetrahedron Lett. 33, 5987, (1992)
3. Craig, J.C. Ansari, A.M. Chirality 5, 188, (1993)
4. Alper, H. Hamel, N. J. Am. Chem. Soc. 112, 2803, (1990)
5. Pirrung, M.C. Zhang, J. Tetrahedron Lett. 33, 5987, (1992)
Fieser 12,49 / Fieser 16,25
FT-IR 1 (2), 562:A / FT-IR 2 (2), 3365:C / RegBook 1 (2), 2295:F / Sigma FT-IR 1 (2), 323:C / Structure Index 1, 359:C:5
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