(S)-(R)-JOSIPHOS

(S)-(R)-JOSIPHOS Basic information
Reactions
Product Name:(S)-(R)-JOSIPHOS
Synonyms:(S)-(+)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine ethanol adduct,97% (S)-(R)-JOSIPHOS;(S)-(+)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine ethanol adduct (S)-(R)-JOSIPHOS;Josiphos SL-J001-2 / (S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine;cyclopentane,dicyclohexyl-[(1S)-1-(2-diphenylphosphanylcyclopentyl)ethyl]phosphane,iron;(S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine >=97%;(2S)-1-[(1S)-1-(Dicyclohexylphosphino)ethyl]-2-(diphenylphosphino)ferrocene;JOSIPHOS SL-J001-2;(S)-(+)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE
CAS:162291-02-3
MF:C36H44FeP210*
MW:594.53
EINECS:
Product Categories:Chiral Phosphine;Ferrocene Series;organophosphine ligand;Josiphos Series
Mol File:162291-02-3.mol
(S)-(R)-JOSIPHOS Structure
(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
10
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
(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.
Reactions of 162291-02-3
Chemical PropertiesDark orange powder
General Descriptionsold in collaboration with Solvias AG
(S)-(R)-JOSIPHOS Preparation Products And Raw materials
Raw materialsDICYCLOHEXYLPHOSPHINE
JOSIPHOS SL-J003-1 JOSIPHOS SL-J425-2 JOSIPHOS SL-J502-2 JOSIPHOS SL-J212-1 TRIISOPROPYLPHOSPHINE 1,3-BIS(PHOSPHINO)PROPANE JOSIPHOS SL-J006-2,JOSIPHOS SL-J006-1 JOSIPHOS SL-J013-2 Josiphos SL-J004-2, (1S)-1-(Dicyclohexylphosphino)-2-[(1S)-1-(diphenylphosphino)ethyl]ferrocene (acc to CAS),JOSIPHOS SL-J004-2 (R)-(S)-JOSIPHOS,(R)-(-)-1-[(S)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphineethanoladduct,min.97%(R)-(S)-JOSIPHOS,JOSIPHOS SL-J001-1 JOSIPHOS SL-J404-1 JOSIPHOS SL-J011-1,JOSIPHOS SL-J011-2 TRIHEXYLPHOSPHINE JOSIPHOS SL-J007-1 JOSIPHOS SL-J502-1 JOSIPHOS SL-J007-2 (S)-(R)-JOSIPHOS 1,3-BIS(DIMETHYLPHOSPHINO)PROPANE

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