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| | (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Basic information | | Reaction |
| Product Name: | (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE | | Synonyms: | (R)-SIPHOS-PE;(S)-SIPHOS-PE;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;(11AS)-(-)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1-PHENYLETHYL]AMINE;(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,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 | | CAS: | 500997-70-6 | | MF: | C33H32NO2P | | MW: | 505.59 | | EINECS: | | | Product Categories: | Chiral Phosphine;Chiral Spiro Ligand;CPN | | Mol File: | 500997-70-6.mol | ![(11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Structure](CAS/GIF/500997-70-6.gif) |
| | (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Chemical Properties |
| Melting point | 99-101°C | | Boiling point | 617.8±65.0 °C(Predicted) | | alpha | -63.5° (c 1.0, CH2Cl2) | | storage temp. | -20°C | | pka | 0.40±0.20(Predicted) | | form | solid | | color | white | | optical activity | [α]22/D 65.0°, c = 1 in chloroform | | Sensitive | moisture sensitive |
| | (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Usage And Synthesis |
| 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.
| | 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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| | (11AR)-(+)-10,11,12,13-TETRAHYDRODIINDENO[7,1-DE:1',7'-FG][1,3,2]DIOXAPHOSPHOCIN-5-BIS(R)-1PHENYLETHYL]AMINE Preparation Products And Raw materials |
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