DIASTEREODIRECTED SYNTHESIS OF 1-ARYL-4-PHENYL-β-CARBOLINES

Authors

  • Б. Б. Семенов D. I. Mendeleev Chemico-Technological University, Moscow 125190
  • К. А. Новиков D. I. Mendeleev Chemico-Technological University, Moscow 125190
  • Ю. И. Смушкевич D. I. Mendeleev Chemico-Technological University, Moscow 125190
  • В. Н. Азев Tuft University, 02155 Medford
  • В. В. Качала N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow 119991

DOI:

https://doi.org/10.1007/8168

Keywords:

β-carbolines, β-phenyltryptamine, diastereoselective synthesis, Pictet–Spengler reaction

Abstract

A diastereodirected Pictet–Spengler reaction has been carried out to give the previously unknown 1-aryl(alkyl)-4-phenyl-β-carbolines and it has been found that all of the  β-carbolines diastereomers obtained have predominantly the R*,*-configuration. The diastereoselectivity of the given reaction is 44-70%.

How to Cite
Semenov, B. B.; Novikov, K. A.; Smushkevich, Yu. I.; Azev, V. N.; Kachala, V. V.  Chem. Heterocycl. Compd. 2005, 41, 1273. [Khim. Geterotsikl. Soedin. 2005, 1521.]

For this article in the English edition, see DOI 10.1007/s10593-005-0313-2

 

Published

2023-10-19

Issue

Section

Original Papers