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Usage

Uses

Used in Asymmetric Synthesis:
(R_a)-3,3’-bis(2,4,6-tricyclohexylphenyl)-[1,1’-binaphthalene]-2,2’-diol is used as a chiral ligand in asymmetric synthesis for promoting various transition metal-catalyzed reactions. Its steric hindrance and chiral structure make it a valuable component in the synthesis of enantiomerically pure compounds, which are essential in the pharmaceutical industry and other fields.
Used in Analytical Chemistry:
In the field of analytical chemistry, (R_a)-3,3’-bis(2,4,6-tricyclohexylphenyl)-[1,1’-binaphthalene]-2,2’-diol is used in the preparation of chiral stationary phases for high-performance liquid chromatography (HPLC). Its chiral properties allow for the separation and analysis of enantiomers, which is crucial in understanding the different biological activities and properties of chiral compounds.
Used in Pharmaceutical Industry:
(R_a)-3,3’-bis(2,4,6-tricyclohexylphenyl)-[1,1’-binaphthalene]-2,2’-diol is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its chiral nature and ability to act as a chiral ligand make it an essential component in the development of enantiomerically pure drugs, which can have significant implications for the efficacy and safety of medications.
Used in Chemical Research:
In the field of chemical research, (R_a)-3,3’-bis(2,4,6-tricyclohexylphenyl)-[1,1’-binaphthalene]-2,2’-diol is used as a model compound for studying the effects of steric hindrance and chirality on chemical reactions and processes. This helps researchers to better understand the underlying principles of asymmetric synthesis and develop new strategies for the production of enantiomerically pure compounds.
Overall, (R_a)-3,3’-bis(2,4,6-tricyclohexylphenyl)-[1,1’-binaphthalene]-2,2’-diol is a versatile and valuable compound in the fields of organic synthesis, analytical chemistry, pharmaceuticals, and chemical research due to its unique chiral structure and properties as a chiral ligand.

Upstream product

• 108-85-0 1-bromocyclohexane 
• 820217-06-9 (2,4,6-tricyclohexylphenyl)magnesium bromide 
• 7325-14-6 1,3,5-tricyclohexylbenzene 
• 97443-80-6 (2-bromobenzene-1,3,5-triyl)tricyclohexane 
• 71-43-2 benzene 
• 626-39-1 1,3,5-trisbromobenzene 
• 256390-55-3 cyclohexylzinc chloride 
• 189518-78-3 (Ra)-3,3’-diiodo-2,2’-bis(methoxymethoxy)-1,1’-binaphthalene 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 

Relevant academic research and scientific papers

An Alternative Synthesis of Cycloalkyl-Substituted CPA Catalysts and Application in Asymmetric Protonation Reactions**

An alternative synthesis of cycloalkyl-substituted CPA catalysts is reported. A Negishi coupling offers improved yields and purity of the necessary 1,3,5-tri(cycloalkyl)benzenes. Limitations in the use of commercial organozinc reagents have been identifie

Enantioselective halogenative semi-pinacol rearrangement: Extension of substrate scope and mechanistic investigations

The present Full Paper article discloses a survey of our recent results obtained in the context of the enantioselective halogenation-initiated semi-pinacol rearrangement. Commencing with the fluorination/semi-pinacol reaction first and moving to the heavier halogens (bromine and iodine) second, the scope and limitations of the halogenative phase-transfer methodology will be discussed and compared. An extension of the fluorination/semi-pinacol reaction to the ring-expansion of five-membered allylic cyclopentanols will be also described, as well as some preliminary results on substrates prone to desymmetrization will be given. Finally, the present manuscript will culminate with a detailed mechanistic investigation of the canonical fluorination/semi-pinacol reaction. Our mechanistic discussion will be based on in situ reaction progress monitoring, complemented with substituent effect, kinetic isotopic effect and non-linear behaviour studies.

Enantioselective organocatalytic fluorination-induced Wagner-Meerwein rearrangement

Cracked under strain: Strained allylic cyclobutanols and cyclopropanols readily undergo a ring expansion described by the title rearrangement. This reaction is promoted by catalytic amounts of 1 and displays high tolerance with respect to the substrate scope. The corresponding β-fluoro spiroketone products are isolated in high yields and with excellent stereoselectivities. EDG=electron-donating group, EWG=electron-withdrawing group. Copyright

Enantioselective synthesis of highly substituted furans by a copper(II)-catalyzed cycloisomerization-indole addition reaction

A catalytic enantioselective reaction based on a copper(II) catalyst strictly containing chiral anionic ligands is described. In the present work, copper(II)-phosphate catalyst promotes the intramolecular heterocyclization of 2-(1-alkynyl)-2-alkene-1-ones