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Diastereodirected Synthesis of 1-Aryl-4-phenyl-β-carbolines

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Chemistry of Heterocyclic Compounds Aims and scope

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*,R*-configuration. The diastereoselectivity of the given reaction is 44–70%.

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Authors and Affiliations

  1. D. I. Mendeleev Chemico-Technological University, Moscow, 125190, Russia

    B. B. Semenov, K. A. Novikov & Yu. I. Smushkevich

  2. Tuft University, 02155, Medford, USA

    V. N. Azev

  3. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, 119991, Russia

    V. V. Kachala

Authors
  1. B. B. Semenov
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  2. K. A. Novikov
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  3. Yu. I. Smushkevich
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  4. V. N. Azev
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  5. V. V. Kachala
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1521–1528, October, 2005.

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Semenov, B.B., Novikov, K.A., Smushkevich, Y.I. et al. Diastereodirected Synthesis of 1-Aryl-4-phenyl-β-carbolines. Chem Heterocycl Compd 41, 1273–1279 (2005). https://doi.org/10.1007/s10593-005-0313-2

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  • DOI: https://doi.org/10.1007/s10593-005-0313-2

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