798347
Exo-2-Naphthyl Kwon [2.2.1] Bicyclic Phosphine
别名:
(1S,4S,5R)-5-(naphthalen-2-yl)-2-tosyl-2-aza-5-phosphabicyclo[2.2.1]heptane
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关于此项目
经验公式（希尔记法）:
C22H22NO2PS
分子量:
395.45
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22
form
powder
Quality Segment
mp
153-158 °C
functional group
phosphine, sulfonamide
storage temp.
2-8°C
SMILES string
O=S(N1C[C@H]2[P@](C3=CC=C4C(C=CC=C4)=C3)C[C@@H]1C2)(C5=CC=C(C)C=C5)=O
InChI
1S/C22H22NO2PS/c1-16-6-10-22(11-7-16)27(24,25)23-14-21-13-19(23)15-26(21)20-9-8-17-4-2-3-5-18(17)12-20/h2-12,19,21H,13-15H2,1H3
InChI key
SJQXCVUHXMHJMD-UHFFFAOYSA-N
Application
The bicyclic, chiral phosphine was developed by the Kwon Research Group.Its initial applications were for asymmetric [3+2] annulation between allenes and imines as well as the first examples of phosphine-catalyzed asymmetric syntheses of 1,2,3,5-substituted pyrrolines. Along with nucleophilic organocatalysis, the P-chiral phosphines may also find utility in asymmetric transition-metal catalysis.
Other Notes
Hydroxyproline-Derived Pseudoenantiomeric [2.2.1] Bicyclic Phosphines: Asymmetric Synthesis of (+)- and (-)-Pyrrolines
Technology Spotlight- Kwon Phosphines: P-Chiral Monodentate Phosphines from Hydroxyproline
Aldrichimica Acta Review- Nucleophilic Chiral Phosphines: Powerful and Versatile Catalysts for Asymmetric Annulations
Technology Spotlight- Kwon Phosphines: P-Chiral Monodentate Phosphines from Hydroxyproline
Aldrichimica Acta Review- Nucleophilic Chiral Phosphines: Powerful and Versatile Catalysts for Asymmetric Annulations
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable