120296-17-5Relevant academic research and scientific papers
The Pictet-Spengler reaction of N(b)-hydroxytryptamines and cysteinals. II. Temperature effects, stereochemistry and mechanism
Liu,Nakagawa,Ogata,Hino
, p. 1672 - 1676 (2007/10/02)
The effect of temperature on the Pictet-Spengler reaction of N(b)-hydroxytryptamines (1) and cysteinals (2) has been examined. The optically active nitrones (3), obtained from 1 and 2, gave the corresponding N(b)-hydroxy-β-carbolines (4α and 4β) exclusively at -78°C in the presence of an excess of trifluoroacetic acid. The mechanism is discussed in relation to the stereochemistry.
