Product Name
NO-Feng-PTMPPP, L-PiMe3, 99%
Certificate of Analysis (COA)
IUPAC Name
(2S)-1-oxido-1-3-(2S)-1-oxido-2-(2,4,6-trimethylphenyl)carbamoylpiperidin-1-ium-1-ylpropyl-N-(2,4,6-trimethylphenyl)piperidin-1-ium-2-carboxamide
InChI Key
ZRUFNIKRFCGHHY-YWFQBWSMSA-N
SMILES
CC1=CC(=C(C(=C1)C)NC(=O)C@@H2CCCCN+2(CCCN+3(CCCCC@H3C(=O)NC4=C(C=C(C=C4C)C)C)O-)O-)C
What is NO-Feng-PTMPPP used for?
NO-Feng-PTMPPP 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-PTMPPP?
NO-Feng-PTMPPP is commonly referred to as L-PiMe₃, a member of the Feng chiral ligand family.
What type of ligand is NO-Feng-PTMPPP?
It belongs to the Feng Chiral N,N'-Dioxide Ligand Series, a class of privileged ligands widely recognized for their excellent stereocontrol in asymmetric catalytic reactions.
Which catalytic reactions can benefit from this ligand?
NO-Feng-PTMPPP has been applied in a variety of asymmetric transformations, including cycloaddition reactions, carbon–carbon bond-forming reactions, Lewis acid catalysis, and other enantioselective processes.
Which metal catalysts are commonly used with NO-Feng-PTMPPP?
The ligand can coordinate with a range of Lewis acidic metals, including Sc(III), Ni(II), Cu(II), Fe(II/III), lanthanide metals, and other transition-metal catalysts.
Can NO-Feng-PTMPPP be used for pharmaceutical synthesis research?
Yes. Chiral N,N'-dioxide ligands are widely used in the preparation of enantioenriched pharmaceutical intermediates, natural products, and biologically active molecules.
Why are Feng ligands important in asymmetric catalysis?
Feng ligands provide a unique combination of rigidity and flexibility, 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-PTMPPP compared with conventional chiral ligands?
Advantages include:
- High enantioselectivity
- Broad substrate compatibility
- Strong metal coordination ability
- Efficient catalytic performance
- Wide applicability across asymmetric transformations
Does catalytic performance depend on reaction conditions?
Yes. Factors such as metal source, solvent, temperature, substrate structure, catalyst loading, and reaction time can significantly influence both catalytic activity and enantioselectivity.