856703-36-1

Basic information

• Product Name: (S)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline
• Synonyms: (S)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline
• CAS NO: 856703-36-1
• Molecular Weight: 215.338
• Mol File: 856703-36-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (S)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline(856703-36-1)
• EPA Substance Registry System: (S)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline(856703-36-1)

Safety Data

• Hazardous Substances Data: 856703-36-1(Hazardous Substances Data)

Upstream product

• 166329-43-7 N-tert-butoxycarbonyl-2-bromomethylaniline 
• 123629-22-1 (RS)-2-cyclohexyl-1,2,3,4-tetrahydroquinoline 
• 823-76-7 Cyclohexyl methyl ketone 
• 5344-90-1 2-Aminobenzyl alcohol 
• 1613-43-0 2-cyclohexylquinoline 

Relevant articles and documents

Manganese-Catalyzed Asymmetric Hydrogenation of Quinolines Enabled by π–π Interaction**

The non-noble metal-catalyzed asymmetric hydrogenation of N-heteroaromatics, quinolines, is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asymmetric hydrogenation of quinolines, affording high yields and enantioselectivities (up to 97 % ee). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which is competitive with the activity of most effective noble metal catalysts for this reaction. The precise regulation of the enantioselectivity were ensured by a π–π interaction.

Enantioselective Synthesis of Tetrahydroquinolines by Borrowing Hydrogen Methodology: Cooperative Catalysis by an Achiral Iridacycle and a Chiral Phosphoric Acid

We report herein the highly enantioselective synthesis of 2-substituted tetrahydroquinolines through borrowing hydrogen, a process recognized for its environmentally benign and atom-economical nature. The use of an achiral iridacycle complex in combination with a chiral phosphoric acid as catalysts was the key to the development of this highly efficient and enantioselective transformation.

Development of chiral phosphoric acids based on ferrocene-bridged paracyclophane frameworks

This work deals with the development of a new family of planar chiral phosphoric acids based on a ferrocenophane/paracyclophane scaffold. The synthetic approach has been improved by taking advantage of a chiral phosphorylating agent to access enantiomerically enriched acids via diastereomers separation. These phosphoric acids have been used as catalysts for the enantioselective H-transfer reduction of α-substituted quinolines with Hantzsch esters. Optimization of both the catalyst and the Hantzsch reductant allowed ee values in the range 82-92% to be attained starting from α-arylquinolines. Copyright