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809128

Sigma-Aldrich

(R)-Ph-Quinox

Synonym(s):

2-[(4R)-4,5-dihydro-4-phenyl-2-oxazolyl]quinoline

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About This Item

Empirical Formula (Hill Notation):
C18H14N2O
CAS Number:
220108-54-3
Molecular Weight:
274.32
UNSPSC Code:
12352200
PubChem Substance ID:
329769140
NACRES:
NA.22

assay

≥95%

form

powder

reaction suitability

reagent type: catalyst

SMILES string

C1(C2=CC=C(C=CC=C3)C3=N2)=N[C@H](C4=CC=CC=C4)CO1

InChI

1S/C18H14N2O/c1-2-6-13(7-3-1)17-12-21-18(20-17)16-11-10-14-8-4-5-9-15(14)19-16/h1-11,17H,12H2/t17-/m0/s1

InChI key

OIFADUQNTPUCKK-KRWDZBQOSA-N

General description

(R)-Ph-Quinox-Pd-alkyl complex contains (R)-Ph-quinox (2-[(4R)-4,5-dihydro-4-phenyl-2-oxazolyl]quinolone) as a chiral ligand.

Application

This ligand has been proven effective in the enantioselective diamination of alkenes.

related product

Product No.
Description
Pricing

901216

(S)-Ph-quinox, ≥95%

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCH2412
MKCF4157
MKBX2504V

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Erica L Ingalls et al.
Journal of the American Chemical Society, 135(24), 8854-8856 (2013-06-06)
An enantioselective Pd-catalyzed vicinal diamination of unactivated alkenes using N-fluorobenzenesulfonimide as both an oxidant and a source of nitrogen is reported. The use of Ph-pybox and Ph-quinox ligands afforded differentially protected vicinal diamines in good yields with high enantioselectivities. Mechanistic

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