(S)-(R)-JOSIPHOS Chemical Properties

alpha 

+360° (c 0.5, CHCl3)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Powder

color 

orange

Stability:

store cold

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

WGK Germany 

3

F 

10

HS Code 

29319090

MSDS

• Language:English Provider:SigmaAldrich

(S)-(R)-JOSIPHOS Usage And Synthesis

Reactions

1. Ferrocenylphosphine ligands of the type cpFecp(PR2)(*CH(CH3)PR'2) are a class of asymmetric ligands developed at Solvias in Basel, Switzerland. Ligands of this type are currently used industrially in the stereoselective synthesis of commercial products. A unique feature of these bidentate ligands is the presence of a fixed phosphine moiety and a stereogenic,functionalized side chain, which can be easily modified to accommodate electronic and steric requirements. Based on a versatile synthetic procedure starting with optically active ferrocenes of the type cpFecp(PR2)(*CH(CH3)X) [X = OAc or NR2], a variety of donor atoms can be introduced into the side chain.4 These ferrocene based phosphine ligands have wide application in the stereoselective hydrogenation of substituted acetamidoacrylates, enol acetates, β-ketoesters and simple alkenes.
2. Pd-catalyzed, enantioselective, intramolecular α-substituted cyclic ketones: facile synthesis of functionalized chiral spirobicycles.
3. Asymmetric boron conjugate addition of α,β-unsaturated carbonyl compounds catalyzed by
4. CuOTf/Josiphos under non-alkaline conditions.
5. Chiral amides via copper-catalyzed enantioselective conjugate addition.
6. Ruthenium-catalyzed enantioselective synthesis of β-amino alcohols from 1,2-diols by “borrowing hydrogen”.
7. Cobalt-catalyzed asymmetric addition of silylacetylenes to 1,1-disubstituted allenes.

(S)-(R)-JOSIPHOS(162291-02-3)Related Product Information

• 1,3-BIS(DIMETHYLPHOSPHINO)PROPANE
• JOSIPHOS SL-J011-1,JOSIPHOS SL-J011-2
• (R)-(S)-JOSIPHOS,(R)-(-)-1-[(S)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphineethanoladduct,min.97%(R)-(S)-JOSIPHOS,JOSIPHOS SL-J001-1
• TRIHEXYLPHOSPHINE
• TRIISOPROPYLPHOSPHINE
• JOSIPHOS SL-J005-1
• JOSIPHOS SL-J002-2
• JOSIPHOS SL-J002-1,Josiphos SL-J002-1, (2R)-1-[(1R)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene (acc to CAS)
• JOSIPHOS SL-J009-1
• DICYCLOHEXYLPHOSPHINE
• Ferrocene
• JOSIPHOS SL-J003-1
• Josiphos SL-J004-2, (1S)-1-(Dicyclohexylphosphino)-2-[(1S)-1-(diphenylphosphino)ethyl]ferrocene (acc to CAS),JOSIPHOS SL-J004-2
• (S)-(R)-JOSIPHOS
• 1,3-BIS(PHOSPHINO)PROPANE
• JOSIPHOS SL-J418-2
• JOSIPHOS SL-J013-1
• Josiphos SL-J003-2, (1S)-1-(Dicyclohexylphosphino)-2-[(1S)-1-(dicyclohexylphosphino)ethyl]ferrocene (acc to CAS)