Product Name
NO-Feng-PDEtPPi, L-PiEt2, 95%
Molecular Formula
C35H52N4O4
Certificate of Analysis (COA)
IUPAC Name
(1R,2S)-N-(2,6-diethylphenyl)-1-3-(1R,2S)-2-(2,6-diethylphenyl)carbamoyl-1-oxidopiperidin-1-ium-1-ylpropyl-1-oxidopiperidin-1-ium-2-carboxamide
InChI Key
UCNJQRREVULXBE-SOYKSVRJSA-N
SMILES
CCC1=C(C(=CC=C1)CC)NC(=O)C@@H2CCCCN@+2(CCCN@@+3(CCCCC@H3C(=O)NC4=C(C=CC=C4CC)CC)O-)O-
What is NO-Feng-PDEtPPi used for?
NO-Feng-PDEtPPi is primarily used as a chiral N,N'-dioxide ligand for asymmetric catalysis and enantioselective synthesis. It is widely employed in the construction of chiral metal catalyst systems for stereoselective organic transformations.
What is the alternative name of NO-Feng-PDEtPPi?
NO-Feng-PDEtPPi is commonly referred to as L-PiEt₂, a member of the Feng chiral ligand family.
What type of ligand is NO-Feng-PDEtPPi?
It belongs to the Feng Chiral N,N'-Dioxide Ligand Series, a class of privileged ligands known for their excellent stereochemical control in asymmetric catalytic reactions.
Which catalytic reactions can benefit from this ligand?
NO-Feng-PDEtPPi has been successfully applied in a variety of asymmetric transformations, including:
- Asymmetric Michael reactions
- Mannich reactions
- Aldol reactions
- Cycloaddition reactions
- Lewis acid catalysis
- Enantioselective carbon–carbon bond formation
Which metal catalysts are commonly used with NO-Feng-PDEtPPi?
The ligand can coordinate with a variety of Lewis acidic metals, including:
- Sc(III)
- Cu(II)
- Fe(II/III)
- Mg(II)
- Ni(II)
- Yb(III)
- Other rare-earth metal catalysts
Can NO-Feng-PDEtPPi be used for pharmaceutical synthesis research?
Yes. Chiral N,N'-dioxide ligands are widely used in the synthesis of enantioenriched pharmaceutical intermediates, natural products, and biologically active compounds.
Why are Feng ligands important in asymmetric catalysis?
Feng ligands combine rigidity and flexibility within their molecular framework, enabling precise control over substrate orientation and transition-state organization, which often leads to high catalytic activity and excellent enantioselectivity.
What are the advantages of NO-Feng-PDEtPPi compared with conventional chiral ligands?
- High enantioselectivity
- Broad substrate scope
- Strong metal coordination ability
- Excellent catalytic efficiency
- Good structural tunability
- Applicable to diverse asymmetric transformations
How should NO-Feng-PDEtPPi be stored?
The product is typically stored at −20°C under dry, light-protected, and sealed conditions to ensure long-term stability.
Does catalytic performance depend on reaction conditions?
Yes. Factors such as metal source, solvent, temperature, substrate structure, catalyst loading, and reaction time can significantly affect catalytic activity and enantioselectivity.