185346-09-2

Usage

Uses

1. Used in Catalyst Synthesis:
(-)-2,6-BIS[2-[3AS-(2(3'AR,8'AS),3A,8A)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE]]PYRIDINE is used as a reactant in the synthesis of chiral ruthenium(II)-pybox complexes. These complexes serve as intramolecular C-H amination catalysts, which are crucial in the development of new chemical reactions and the synthesis of various organic compounds.
2. Used in Enantioselective Catalysis:
In the pharmaceutical industry, (-)-2,6-BIS[2-[3AS-(2(3'AR,8'AS),3A,8A)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE]]PYRIDINE is used as a reactant in the synthesis of Bis(oxazolinylpyridine-scandium(III) triflate complex catalyst. This catalyst is essential for the enantioselective addition of pyrroles to indoles, a reaction that plays a significant role in the production of chiral pharmaceuticals.
3. Used in Ligand Synthesis:
(-)-2,6-BIS[2-[3AS-(2(3'AR,8'AS),3A,8A)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE]]PYRIDINE is also utilized in the synthesis of chiral N,N,N-tridentate pybos and pyboxazine ligands. These ligands are vital components in various asymmetric catalytic reactions, contributing to the development of enantiomerically pure compounds, which are essential in the pharmaceutical and agrochemical industries.

Reaction

Ligand for Iridium-catalyzed enantio- and diastereoselective reductive aldol reactions Ligand for Scandium-catalyzed asymmetric Nazarov reactions Ligand for Scandium-catalyzed enantioselective pyrrole alkylations of α,β-unsaturated 2-acyl imidazoles Ligand for Scandium-catalyzed enantioselective Friedel-Crafts Alkylations Ligand for Nickel-catalyzed asymmetric cross-couplings of racemic propargyl groups with arylzinc reagents Ligand for Scandium-catalyzed enantioselective intramolecular carbonyl-ene reaction, the synthesis of (+)-triptophenolide Ligand for Scandium-catalyzed asymmetric synthesis of substituted 3-hydroxy-2-oxindoles Ligand for Indium-catalyzed enantio- and regioselective addition of pyrroles to isatins Ligand for Scandium-catalyzed asymmetric [3+2] annulation of allylsilanes with isatins in the synthesis of spirooxindoles Ligand for Scandium-catalyzed enantioselective allylation of isatins using allylsilanes Ligand for Scandium-catalyzed enantioselective carboannulation with allylsilanes

Upstream product

• 3739-94-4 2,6-Pyridinedicarbonyl dichloride 
• 2893-33-6 pyridine-2,6-dinitrile 
• 7480-35-5 (1S,2R)-1-amino-2-indanol 
• 55309-58-5 pyridine-2,6-dicarboximidic acid dimethyl ester 

Relevant academic research and scientific papers

Catalytic asymmetric [3+2] annulation of allylsilanes with isatins: Synthesis of spirooxindoles

Silyl-inspired spirocycle: The title reaction is the first example of a catalytic asymmetric [3+2] annulation reaction with allylsilanes. The annulation reaction utilizes a chiral ScCl2(SbF6)/L catalyst and TMSCl as a promoter to aff

Enantioselective and regioselective indium(III)-catalyzed addition of pyrroles to isatins

The indium(III)-catalyzed enantioselective and regioselective addition of pyrroles to isatins is described. The effects of metal and solvent on the reactivity and selectivity are compared and discussed, demonstrating that the indium(III)-indapybox complex

Kinetic resolution by copper-catalyzed azide-alkyne cycloaddition

The use of chiral pybox ligands imparts enantioselectivity to the Cu I-catalyzed azide-alkyne cycloaddition reaction, in the form of kinetic resolution of α-chiral azides and desymmetrization of gem-diazides. While levels of selectivity are modest, the results show unequivocally that the process benefits from ligand-accelerated catalysis.

Asymmetric ring opening of meso epoxides with TMSCN catalyzed by (pybox)lanthanide complexes.

The asymmetric ring opening of meso epoxides with TMSCN is catalyzed by (pybox)YbCl3 complexes, yielding the beta-trimethylsilyloxy nitrile ring-opened products with good enantioselectivities (83-92% ee). The reaction exhibits a second-order kinetic depen