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  • 689890 - (R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

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689890 Sigma-Aldrich

(R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate

Green Alternative

≥97.5% (HPLC)

Synonym: (11bR)-4-Hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]dinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide, (R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol cyclic monophosphate, (R)-TRIP

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Chiral Phosphoric Acids
InChI Key   AGQAQYPGJDBIQR-UHFFFAOYSA-N
assay   ≥97.5% (HPLC)
optical purity   enantiomeric excess: ≥97.5% (HPLC)
greener alternative product characteristics   Catalysis
Learn more about the Principles of Green Chemistry.

Description

Application

Versatile organocatalyst. Uses include asymmetric reductive amination, enantioselective Diels-Alder reactions and asymmetric counteranion-directed catalysis (ACDC). Can be used in cooperation with chiral iridium complexes to catalyze greener asymmetric reductive amination using hydrogen gas.

Metal-Brønsted Acid Cooperative Catalysis for Asymmetric Reductive Amination

Packaging

100, 500 mg in glass bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Protocols & Articles

Articles

Chiral Phosphoric Acids

BINOL-derived phosphoric acids are capable of catalyzing a range of interesting processes of which nucleophilic addition reactions to imine substrates are particularly noteworthy. List and coworkers ...
Aldrich ChemFiles 2007, 7.9, 11.
Keywords: Addition reactions, Aminations, Asymmetric synthesis, Catalysis, Chemfiles, Diels-Alder reaction, Nucleophilic additions, Pictet-Spengler reaction, Reductions, Reductive aminations

Professor Benjamin List – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Professor Benjamin List – Professor Product Portal
Keywords: Aldol reaction, Asymmetric catalysis, Asymmetric synthesis, Catalysis, Organocatalysis

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