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456713 Aldrich

(DHQD)2AQN

95%

Synonym: Hydroquinidine (anthraquinone-1,4-diyl) diether

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Cinchona Alkaloids, Dihydroxylation,
InChI Key   ARCFYUDCVYJQRN-ZPCQJLRDSA-N
assay   95%
optical activity   [α]/D -498°
mp   165 °C(lit.)

Description

Packaging

500 mg in glass insert

Legal Information

Sold under license from Rhodia Pharma Solutions.

Application

(DHQD)2AQN may be used to:
• Catalyze the asymmetric cyanation of ketones to form tertiary cyanohydrin carbonates.
• Facilitate the asymmetric ring opening of terminal N-nosylaziridines with trimethylsilyl cyanide.

Superior ligand for asymmetric dihydroxylation reactions of most olefins bearing aliphatic substituents or olefins having heteroatoms in the allylic position.

General description

(DHQD)2AQN is a biscinchona alkaloid.

Price and Availability

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Barry Sharpless Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Barry Sharpless Group – Professor Product Portal
Keywords: Asymmetric synthesis, Building blocks, Chemical reactions, Click chemistry, Oxidations, Solvents, transformation

Cinchona Alkaloids - Aldrich ChemFiles 2008, 8.2, 74.

Cinchona alkaloids and their derivatives have proven to catalyze an astonishing array of enantioselective transformations, providing access to chiral products of high enantiopurity.1 The presence of ...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 74.
Keywords: Addition reactions, Aminations, Antimicrobials, Asymmetric synthesis, Catalysis, Desymmetrizations, Dihydroxylations, Ligands, Reductive aminations

Cinchona Alkaloids - Chemfiles Volume 6 Article 4

Abundant in nature, cinchona alkaloids are readily accessible chiral amine catalysts that exist in pseudoenantiomeric forms. Indeed, some of the very first examples of organocatalyzed reactions were ...
Chemfiles Volume 6 Article 4
Keywords: Addition reactions, Alkylations, Asymmetric synthesis, Building blocks, Catalysis, Desymmetrizations, Dihydroxylations, Halogenations, Ligands, transformation

Cinchona Alkaloids

Asymmetric phase-transfer catalysis (PTC) has been recognized as a “green” alternative to many homogeneous synthetic organic transformations, and has found widespread application. Synthetically modif...
Aldrich ChemFiles 2007, 7.9, 16.
Keywords: Addition reactions, Alkylations, Aminations, Asymmetric synthesis, Catalysis, Methods

Peer-Reviewed Papers
15

References

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