128593-23-7

Upstream product

• 100-52-7 benzaldehyde 
• 4761-34-6 N-Hydroxytryptamine 
• 31731-23-4 3-(2-nitroethyl)indole 

Downstream Products

• 128593-29-3 (+/-)-2-hydroxy-1-phenyl-1,2,3,4-tetrahydro-β-carboline 
• 148261-76-1 (R)-1-phenyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole 
• 142696-56-8 (S)-1-phenyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole 
• 178326-72-2 (S)-2-hydroxy-1-phenyl-tetrahydro-β-carboline 

Relevant academic research and scientific papers

Chiral Lewis Acid-Mediated Enantioselective Pictet-Spengler Reaction of Nb-Hydroxytryptamine with Aldehydes

The first example of a reagent-controlled enantioselective Pictet-Spengler reaction is demonstrated. Using diisopinocampheylchloroborane as a chiral Lewis acid catalyst, the Pictet-Spengler reaction of Nb-hydroxytryptamine with aldehydes gave the corresponding 2-hydroxytetrahydro-β-carbolines in up to 90% ee. The enantioselective Pictet-Spengler reaction catalyzed by chiral binaphthol-derived Br?nsted acid-assisted Lewis acids, with up to 91% ee, is also demonstrated.