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ALD00508 Sigma-Aldrich

Yu Fluorination Ligand

Synonym: 2,5,6,8-tetramethyl-3,4-dihydro-2H-pyrano[2,3-b]quinoline

  • CAS Number 1771764-64-7

  • Empirical Formula (Hill Notation) C16H19NO

  • Molecular Weight 241.33

  •  PubChem Substance ID 329772697

  •  NACRES NA.22

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Properties

Related Categories C-H Activation, Catalysis and Inorganic Chemistry, Chemical Synthesis, Ligands and Auxiliaries
Quality Level   100
form   powder
reaction suitability   reagent type: ligand
reaction type: C-H Activation
SMILES string   CC1=C2C(OC(C)CC2)=NC3=C1C(C)=CC(C)=C3
InChI   1S/C16H19NO/c1-9-7-10(2)15-12(4)13-6-5-11(3)18-16(13)17-14(15)8-9/h7-8,11H,5-6H2,1-4H3
InChI key   LOKRNFHHPZEJLL-UHFFFAOYSA-N

Description

General description

Yu Fluorination Ligand is widely employed for the chemoselective functionalization of sp2- and sp3 C-H bonds.

Application

The Yu Fluorination Ligand in tandem with Selectfluor(R) (Aldrich 439479) under palladium catalysis can promote direct fluorination of C(sp3)-H bonds stereoselectively. Yu and coworkers have displayed this on amino acid derivatives with directing group assistance from the Yu-Wasa Auxiliary (Aldrich 791806).

Packaging

250 mg in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Jin-Quan Yu Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Jin-Quan Yu Group – Professor Product Portal
Keywords: Alkylations, Arylations, Asymmetric catalysis, Asymmetric synthesis, C-H activation, Catalysis, Desymmetrizations, Iodinations, Ligands

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