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  • 673986 - 2,6-Bis[(3aR,8aS)-(+)-8H-indeno[1,2-d]oxazolin-2-yl)pyridine

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673986 Aldrich

2,6-Bis[(3aR,8aS)-(+)-8H-indeno[1,2-d]oxazolin-2-yl)pyridine

≥94%

Synonym: (3aR,3′aR,8aS,8′aS)-2,2′-(2,6-Pyridinediyl)bis[3a,8a-dihydro-8H-indeno[1,2-d]oxazole, (3aR,8aS)-in-pybox

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Privileged Ligands and Complexes, PyBOX More...
InChI Key   BZSJUFJXCHHRHW-MYDTUXCISA-N
assay   ≥94%
optical activity   [α]20/D +386°, c = 1 in methylene chloride(lit.)
mp   284 °C (dec.)

Description

Packaging

1 g in glass bottle

250 mg in glass bottle

Application

Catalytic ligand used for:
• [3+2] cycloaddition of N-tosyl aziridines with electron-rich alkenes via selective carbon-carbon bond cleavage
• Enantioselective Mukaiyama-aldol reactions
• Enantioselective carbonyl-ene reactions
• Cu(I)-catalyzed asymmetric alkynylation of imino esters with terminal alkynes
• Asymmetric three-component coupling reactions catalyzed by a Cu/pybox complex
• Enantioselective Diels-Alder reaction
• Ni-catalyzed cross-coupling reactions

Price and Availability

Safety & Documentation

Safety Information

Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

PYBOX

The PYBOX ligand,1 consisting of a pyridine ring flanked by two oxazoline groups, was introduced in 1989 by Nishiyama.2 PYBOX evolved directly from the BOX ligands. In comparing them, two points meri...
William Sommer and Daniel Weibel
Chemfiles Volume 8 Article 2
Keywords: Addition reactions, Asymmetric synthesis, Catalysis, Hydrosilylations, Ligands, Type

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