1139921-59-7

Basic information

• Product Name: (R)-2-benzyl-1,2,3,4-tetrahydroquinoline
• Synonyms: (R)-2-benzyl-1,2,3,4-tetrahydroquinoline
• CAS NO: 1139921-59-7
• Molecular Weight: 223.318
• Mol File: 1139921-59-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (R)-2-benzyl-1,2,3,4-tetrahydroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-benzyl-1,2,3,4-tetrahydroquinoline(1139921-59-7)
• EPA Substance Registry System: (R)-2-benzyl-1,2,3,4-tetrahydroquinoline(1139921-59-7)

Safety Data

• Hazardous Substances Data: 1139921-59-7(Hazardous Substances Data)

Upstream product

• 1745-77-3 2-benzylquinoline 
• 194979-77-6 tert-butyl 2-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate 
• 553-03-7 3,4-dihydro-2(1H)-quinolone 

Relevant articles and documents

A one-pot process for the enantioselective synthesis of tetrahydroquinolines and tetrahydroisoquinolines: Via asymmetric reductive amination (ARA)

Asymmetric reductive amination for the synthesis of both chiral tetrahydroquinolines (THQs) and tetrahydroisoquinolines (THIQs) has been realized with an Ir/ZhaoPhos catalytic system via a one-pot N-Boc deprotection/intramolecular asymmetric reductive amination (ARA) sequence. Control experiments reveal that HCl plays a vital role to the success of this transformation. The HCl acid assists the removal of the N-Boc protecting group and also provides chloride ions to interact with the thiourea moiety in ZhaoPhos, thus leading to excellent reaction enantiocontrol.

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.