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(S)-Xyl-Phanephos
Catalog Number
ACM325168885-1
Product Name
(S)-Xyl-Phanephos
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/325168-88-5.gif)
CAS
325168-88-5
Synonyms
(S)-(+)-4,12-Bis[di(3,5-xylyl)phosphino]-[2.2]-paracyclophane
Molecular Weight
688.87
Molecular Formula
C48H50P2
InChI
1S/C48H50P2/c1-31-17-32(2)22-43(21-31)49(44-23-33(3)18-34(4)24-44)47-29-39-9-13-41(47)15-11-40-10-14-42(16-12-39)48(30-40)50(45-25-35(5)19-36(6)26-45)46-27-37(7)20-38(8)28-46/h9-10,13-14,17-30H,11-12,15-16H2,1-8H3
InChI Key
LYHOBZAADXPPNW-UHFFFAOYSA-N
Melting Point
234-238 °C
Assay
0.9
Optical Activity
[α]/D +61.0°, c = 0.1 in ethanol
Application
(S)-Xyl-Phanephos serves as a versatile and highly efficient chiral ligand, primarily utilized in the field of asymmetric catalysis. It facilitates the enantioselective hydrogenation of dehydroamino acids, methyl esters, and a variety of ketones, thereby enhancing the selectivity and efficiency of these reactions. Additionally, this chiral ligand is integral in the enantioselective hydroxycarbonylation and alkoxycarbonylation of alkenes, further showcasing its broad applicability. The utility of (S)-Xyl-Phanephos extends to enabling enantioselective [2+2] cycloadditions involving oxabicyclic alkenes with terminal alkynes, as well as in the gold-catalyzed enantioselective Cope rearrangement of achiral 1,5-dienes. Overall, (S)-Xyl-Phanephos plays a crucial role in advancing asymmetric synthesis techniques, making it a vital tool in the repertoire of synthetic chemists.
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