Identification | Back Directory | [Name]
(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE | [CAS]
500997-70-6 | [Synonyms]
(R)-SIPHOS-PE (S)-SIPHOS-PE (S)-SIPHOS-PE 97% (Sa,R,R)-SIPHOS-PE(WS200893) N-DI[(R)-1-PHENYLETHYL]-[(R)-1,1'-SPIROBIINDANE-7,7'-DIYL]-PHOSPHORAMIDITE N-DI[(R)-1-PHENYLETHYL]-[(S)-1,1'-SPIROBIINDANE-7,7'-DIYL]-PHOSPHORAMIDITE N-Di[(R)-1-phenylethyl]-[(S)-1,1'-spirobiindane-7,7'-diyl]-phosphoramidite ,98% (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE (11AS)-(-)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1-PHENYLETHYL]AMINE (11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine (11aS)- 10,11,12,13-tetrahydro-N,N-bis[(1R)-1-phenylethyl]-Diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-aMine (11aS)-10,11,12,13-Tetrahydro-N,N-bis[(1R)-1-phenylethyl]-diindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-amine,99%e.e. (11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1',7'-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine,min.98%(S)-SIPHOS-PE (11aS)-(-)-10,11,12,13-Tetrahydrodiindeno[7,1-de:1μ, 7μ-fg][1,3,2]dioxaphosphocin-5-bis[(R)-1-phenylethyl]amine, N-Di[(R)-1-phenylethyl]-[(S)-1,1μ-spirobiindane-7,7μ-diyl]-phosphoramidite | [Molecular Formula]
C33H32NO2P | [MDL Number]
MFCD08459342 | [MOL File]
500997-70-6.mol | [Molecular Weight]
505.59 |
Chemical Properties | Back Directory | [Melting point ]
99-101°C | [alpha ]
-63.5° (c 1.0, CH2Cl2) | [Boiling point ]
617.8±65.0 °C(Predicted) | [storage temp. ]
?20°C | [form ]
solid | [pka]
0.40±0.20(Predicted) | [color ]
white | [optical activity]
[α]22/D 65.0°, c = 1 in chloroform | [Sensitive ]
moisture sensitive |
Questions And Answer | Back Directory | [Reaction]
- Chiral ligands for copper-catalyzed asymmetric allylic alkylation with dialkylzincs.
- Chiral ligands for copper-catalyzed asymmetric conjugate addition of diethylzinc to enones.
- Chiral ligands for palladium-catalyzed asymmetric hydrosilylation of styrenes
- Chiral ligands for copper-catalyzed asymmetric ring-opening of oxabicyclic alkenes with Grignard reagents.
- Chiral ligands for nickel-catalyzed asymmetric hydrovinylation of α-alkyl vinylarenes.
- Chiral ligands for iridium-catalyzed asymmetric hydrogenation of cyclic enamines.
- Chiral ligands for iridium-catalyzed asymmetric hydrogenation of cyclic imines.
- Chiral ligands for gold-catalyzed asymmetric [2 + 2] cycloaddition reaction.
- Chiral ligands for rhodium-catalyzed asymmetric hydroacylation of salicylaldehydes to homoallylic sulfides.
- Chiral ligands for palladium-catalyzed asymmetric carboamination reactions.
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Hazard Information | Back Directory | [Uses]
(S)-SIPHOS-PE is a chiral spiro phosphoramidate ligand that can be used to synthesize:
- Spiroindolenines by Pd-catalyzed intramolecular dearomative arylation of haloaryl-3-substituted indoles.
- Enantioselective conjugate addition compound by Cu-catalyzed 1,4-addition of diethylzinc (Et2Zn) to cyclic enones.
- Octaketide natural products via rhodium-phosphoramidite catalyzed alkene hydroacylation.
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